Vacation Condo Rentals By Owner In Portland, ME

Welcome to the heart of the Old Port! A gem located in the middle of this historic district. Features 3 bedrooms, luxe linens, sleeps 8 with 2 bathrooms, full kitchen, and spacious living area. brbrPlease note: This beautiful apartment is located in the heart of the bustling Old Port nightlife and on the 3rd floor of a brownstone with a restaurant on the 1st floor. Please expect some level of noise in the evenings and on weekends.brbrLooking for more space Sleep up to 16 by combining this listing with sister condo across the hall. Message me for details.brbrYour condo is appointed with luxurious linens, new mattresses, and modern urban decor accentuated by vaulted ceilings, original wood beams, exposed brick, and beautiful wood floors. A full kitchen, large living room with plenty of space to relax. 3 bedrooms and 2 bathrooms, sleeps 8 guests.brbrThis spacious unit is a perfect fit for families/groups visiting/celebrating in and around the area as well as working professional seeking to stay in the middle of all the action. also, it`s a fit for anyone who wants to park their car and forget about during your visit to the Old Port.brbrAs a top-pick destination, this city offers a charming working bay area, diverse museums, eclectic restaurants, and a thriving nightlife. All within walking distance during your stay at the condo.brbrCity of Portland Registration: STHR-003073-2021brbrYou have access to the entire condo during your stay.brbrI offer a seamless self check in and out but I am available day or night by cell phone if you have any questions or need any assistance. brbrAlso, I am local to the area; if you have any questions about the area I am happy to share my favorite spots. I respect your privacy but am willing to help in any way I can.brbrIn the Heart of the Old Port!brbrCentrally located in the middle of everything! You can walk to many boutiques, eclectic restaurants, and thriving nightlife while breathing in the salty air from Casco Bay just a block away.brbr**This is a gorgeous townhouse condo located on the 3rd floor and is accessible only by climbing 2 sets of stairs with a landing in between. brbrAlso, there is no dedicated parking for the condo as it is right downtown. There is a parking garage across the street for a fee, as well as several other parking garages throughout the Old Port. Also, on-street parking is permitted for a fee during 9am-6pm, free 6pm-9am, and free on Sunday. brbrNo smoking and no pets.brbrUse of any type of confetti, confetti dots, or glitter to celebrate is prohibited.br* There is a high probability of noise, especially on weekends in the warmer months due to prime location in the Old Port.

Incredible Location! Heart of Old Port/Spacious Apartment

Portland, Maine, United States

Bed

Bath

Sleeps

$983.0

Summary:brbrBrand-new luxury coastal home minutes from Portland’s Old Port. Relax in the 8-person hot tub, gather around the fire pit, and enjoy a beautifully appointed chef’s kitchen designed for memorable group getaways. A private deck overlooks the garden with a play area, play kitchen, crib, pak n play and fire pit, while a covered gazebo shelters the year-round spa. Perfect for families, friends, or remote work, with easy access to beaches, Portland’s dining scene, and waterfront attractions.brbrbrbrThe Space:brbrClick the ❤️ icon to save our property to your wishlist! ❤️brbrbrbr Escape to Portland’s Seaside Getaway – A Brand-New Award Winning Design Custom Built Luxury Coastal Retreat brbrbrbrBrand-new luxury coastal home just minutes from Portland’s Old Port.brbrRelax in the 8-person hot tub, gather around the fire pit, and enjoy a chef’s kitchen designed for unforgettable group getaways.brbrbrbrModern Elegance | Spacious King & Queen Suites | 8-Person Hot Tub | Heart of Portland Near Old PortbrbrbrbrWelcome to Seaside Getaway, your exclusive escape in the heart of Coastal Maine. Located in Portland’s desirable North Deering neighborhood—just minutes from vibrant Falmouth, the beaches, and downtown Old Port—this award-winning, custom-built 2024 retreat blends timeless coastal charm with sophisticated, high-end design. Whether you're here to unwind, explore, or both, Seaside Sanctuary delivers the perfect balance of relaxation, luxury, and adventure.brbrbrbr❤️ Highlights of Key Amenities ❤️brbrbrbr• 8-person hot tub under covered gazebobrbr• Outdoor fire pit & private garden deckbrbr• Gourmet chef’s kitchenbrbr• Sleeps 10 comfortablybrbr• Outdoor dining & BBQ grillbrbr• Fast WiFi for remote workbrbr• Luxury coastal brand new custom built Award Winning design throughoutbrbr• Karaoke Machine with two mics ready for the entertainers in the family!!! brbrbrbr❤️ Mom’s love our life size fully stocked toy play kitchen and other toys to keep the kiddos happy and occupied!! ❤️brbrbrbr ❤️ So Mom, Dad and the Kids can relax and enjoy the day and night away on vacation!! ❤️brbrbrbrFor Mom & Baby — Crib + Pack ’n Play Ready ❤️brbrbrbr ️ Luxury AccommodationsbrbrSleeps up to 10 guests comfortably across 4 elegant suites (1 King Master Suite with insuite Full Bathroom and 3 Queen Suites). Three bathrooms in total. brbrbrbr❤️ One Queen Suite is located on first floor for older family member that would prefer no steps ❤️brbrbrbrPlush luxury premium traditional mattresses beds, premium linens, soft-touch bedding, pillows, and designer furnishings.brbrbrbrIn addition to the premium mattress and high quality bedding, we also offer one Queen Sealy air mattress to ensure everyone has a comfortable place to sleep.brbrbrbrFamily-friendly: Includes Baby Crib, Pak’N’PLAY, high chair, play toy kitchen setup, toys, games and kid-friendly open concept layout.brbrbrbr ️ Gourmet Kitchen and Large Open Concept Living SpacesbrbrOpen-concept floor plan with soaring 10' ceilings and sun-filled interiors floor to ceiling windows to enjoy memorable visits with your family and friends!brbrbrbrChef’s kitchen fully outfitted with premium appliances, ideal for home-cooked meals or private chef servicesbrbrbrbrElegant décor, custom lighting, and tasteful coastal accents throughoutbrbrbrbr Outdoor OasisbrbrPrivate garden deck with views of a peaceful creek and lush landscaping with a fire pit for the fireside chats with family and friends!brbrbrbrRelax year-round in your covered 8-person hot tub under the stars with gazebo roof—the perfect spot for stargazing or enjoying a glass of winebrbrbrbrOutdoor dining area, BBQ grill and firepit for evening gatheringsbrbrbrbr Unbeatable LocationbrbrJust minutes from Old Port’s historic waterfront, ocean beaches, lakes, shopping, mini-golf, PGA golf course, water parks, and outstanding diningbrbrbrbrEasy access to Ocean beaches, Casco Bay beaches, Mackworth Island, trails, Casino, top-rated golf courses, you name it and we have it in Coastal Maine.brbrbrbrWithin a short drive of resorts, casinos, and scenic drives to the Mountains and Lakes Regionbrbrbrbr Easy Travel & ConnectivitybrbrClose to Portland Jetport, Amtrak, Concord Coach, and METRO Bus LinesbrbrbrbrUltra-fast 2 GIG fiber optic WiFi – perfect for remote work or streamingbrbrbrbrPlenty of parking on-site and EV-friendly areabrbrbrbr Smart Amenities & Concierge-Level HostingbrbrbrbrSmart lock key padbrbrbrbrSmart home features throughout: thermostats, TVs, Sonos speakersbrbrbrbrResponsive hosts available throughout your stay for personalized supportbrbrbrbrStreaming-ready with Apple TV, YouTube TV, Netflix, and more (subject to guest logins)brbrbrbr Why Stay at Seaside Sanctuary brbrBrand-new 2024 award-winning designbrbrbrbrThe best of Portland and Coastal Maine within easy reachbrbrbrbrA private, peaceful setting with resort-level luxurybrbrbrbrThere is a separate unit with tenants on the adjacent unit located on property, with its own private entrance separate and distinct.brbrbrbr Book your stay today and discover the magic of Maine’s coast—where timeless New England beauty meets refined modern comfort. Whether you're planning a romantic escape, a family gathering, or a friends' retreat, Seaside Sanctuary offers the perfect setting to relax, explore, and create unforgettable memories.brbrbrbrGuest Access:brbr❤️ Experience ultimate relaxation in our luxury retreat featuring a King Master Suite and three Queen Suites, a gourmet custom kitchen, and an open-concept living/dining area. Step outside to a cozy deck and private backyard, complete with a high-end 8-person luxurious spa hot tub overlooking a serene creek and tranquil gardens. Wake up to birdsong and enjoy a peaceful space for reading, meditation, and wellness—a perfect escape where luxury meets nature. Make this is your family and friends memorable moments in Maine! brbrbrbrWe can wait for you to experience our brand new home!!brbrbrbrThe Neighborhood:brbrLovely North Deering Area is a lovely neighborhood of Portland. Mature walkable neighborhood with mature trees, landscape, bike/running path and many other outdoor activities. Shopping and Restaurants nearby.brbrbrbrGetting Around:brbrOur property is conveniently located close to Portland and Coastal Maine. There are many restaurants, coffee shops, and recreational facilities within walking distance. You can also easily access Maine's ocean beaches, Lake Sebago, beaches and boat ramps by car. The property is located close to many popular destinations within a 1.5-2-hour drive to Acadia, Bar Harbor, and 10-15 min ride to great beaches such as Cape Elizabeth, Old Orchard Beach, Kennebunkport, Brunswick, LL Bean & Outlets in Freeport. Short ride to Sunday River, Mt Washington, New Hampshire, Boston and many surrounding attractions, We are less than 2.5 from the Old Port and all popular Portland Old Port, Water Front attractions, restaurants, museum, and shoppingin a short 5-10 mins away. Bar Harbor, Acadia, Cadillac Mountain, Moosehead, Mt. Washington, and many others attractions are a reasonable drive away! Come see and enjoy the adventure of Maine's Vacation Land. You will love it!!!!brbrbrbrThe Greater Portland METRO Stop is only a 2-3 minute walk from the property, and there is regular Concord Bus Service to Boston Logan Airport, Downtown Boston and beyond. The AMTRAK station is just a short ride away (2.7 miles). The Portland Jetport (PWM) is only 4 miles away.brbrbrbrInteraction with Guests:brbrWe’re here to make your stay exceptional! If you need anything at all, simply reach out via text to your dedicated HOST, and we’ll promptly assist with any request or recommendation to enhance your experience. Our goal is to ensure every moment of your time here is seamless, enjoyable, and truly memorable. Relax and feel at home—we’re just a message away to make sure your stay is absolutely perfect!brbrbrbrClick the ❤️ icon to save our property to your wishlist! ❤️

Private Vacation Home

Luxe Coastal Retreat with Hot Tub & Fire Pit

Portland, Maine, United States

Bed

Bath

Sleeps

$500.31

Come stay in the heart of Portland's West End. Located just steps away from some of the best restaurants, cafes and bars in Portland's Longfellow Square area. This very recently renovated top floor, three story walk up apartment in a historic brownstone row house includes 2 bedrooms (queen beds), pullout full size sofa bed, and 1 full bathroom. Dedicated parking 2-3 min walk away, Wifi, air conditioning (in both bedrooms and the living room), dish washer and in unit washer/dryer make this an ideal home away from home.brbrbr#002995-2021

2 Bedroom Apartment on Top Floor in Portland's West End

Portland, Maine, United States

3

Bed

Bath

5

Sleeps

$1537.67

As you step off the elevator and directly into this Urban Home, you'll enjoy a spacious open-concept floor plan and 11.5-foot ceilings—a harmonious tribute to Portland’s dramatic natural and architectural beauty. Every aspect of your stay is shaped to create an upscale residential experience.

Exquisite 3-Bedroom Urban Home in the Old Port

Portland, Maine, United States

3

Bed

Bath

6

Sleeps

$1297.45

West End Chic is a Bright, Spacious Home with Unique Touches & Family-Friendly Fun! brbr***Please Read Full Property Description Before Booking!***brbrWest End Chic is an large, old home built in 1867. While much of the first floor has been beautifully updated with modern finishes, the second and third floor maintain their period charm and character. brbrAIR CONDITIONING:brThis home does not have central air. br- Air conditioning (window units) is only available on the 2nd and 3rd floor of the house. Every room on those floors has A/C. br- The first floor does not have A/C, but there are fans available. This part of the house is very well shaded and does not typically require air conditioning. brbrFIRST FLOOR: brThe first floor is a wonderful place to gather with friends and family! br- Modern Chefs Kitchenbr- Kitchenettebr- Laundry Roombr- Dining Roombr- Two Sitting Rooms (White and Orange)br- Half BathroombrbrSECOND FLOOR:brTravel up the grand spiral staircase to the second floor, or go up the back steps located in the kitchen (these ones are steep!). br- Sitting/TV Room (The red one)br- Master Bedroom (KING) with Ensuitebr- Kids bedrooms (TWIN) shared Jack and Jill Bathroombr- Kids bedroom (FULL) shared Jack and Jill BathroombrbrTHIRD FLOOR: brSteps to the third floor are steep and narrow. Please plan accordingly.br- Pool Table Room w/ kitchenettebr- Full Bathroombr- Bedroom (FULL and TWIN)br- Master Bedroom (QUEEN) with EnsuitebrbrSPACIOUS LIVING AREASbr- Enjoy the light-filled interior with eclectic art and one-of-a-kind furnishingsbr- Cozy up by the fireplace with a good bookbr- Formal dining table for family meals & great conversationsbr- Living area ideal for socializing and relaxingbrbrFUN & GAMESbr- Pool table for a friendly competitionbr- Large TV for movie nightsbr- Piano and toys to keep little ones entertainedbrbrOUTDOOR MEMORIESbr- Patio furniture and grill for enjoying the peaceful evenings. brbrOTHER THINGS TO NOTE:br- Free parking for two vehicles, with a Level 2 EV chargerbrbrbrLICENSE # STHR-006332-2024

Private Vacation Home

West End Chic - Chef's Kitchen, Pool Table, W/D

Portland, Maine, United States

5

Bed

Bath

10

Sleeps

$1112.36

CO2024-01992brbrPrivate Old Port Penthouse with breathtaking views and your own cupola. Quiet and secure. This beautiful contemporary suite is filled with natural light and sits directly across from the working waterfront. Fresh lobster and seafood straight from the boat are one hundred meters from your front door. Watch the ferries heading to the islands from the cupola and enjoy the salt air from your private deck. Welcome to Portland.brbrPlease note that animals, including assistance animals, are not allowed due to the owner’s health.brbrFall in love with Portland from your own top floor penthouse suite, offering stunning views of both the cityscape and the harbor.brbrWatch the cruise ships from your private cupola while taking in the sunrise or sunset with a fresh cup of coffee or a glass of bubbly from the seventh floor. The experience is unforgettable.brbrThis renovated 1850s former warehouse blends luxury with comfort and contemporary style with old world charm.brbrWalk one hundred steps across the street to the marina dock, where you can enjoy your morning coffee while looking out at the boats. The popular Casco Bay Ferry to the islands is also within view. It is the perfect location for exploring Portland on foot. It does not get better than this.brbrPurchase the freshest seafood in town directly across the street and prepare meals in the well-stocked contemporary kitchen, which includes everything you may need for simple breakfasts, take in meals, or a quiet evening enjoying a home cooked dinner and cable television.brbrFavorite features include exposed brick throughout, Bosch stainless steel appliances, an oversized leather sectional, and televisions in both bedrooms.brRight outside your door is the best of Portland. Starbucks is a one-minute walk, Standard Baking Company and Fore Street Restaurant are two minutes away, DiMillo's floating restaurant is across the street, and the well-known Holy Donut is a short two-minute walk. This may be the best located vacation rental in all of Portland.brbrIf relaxation is your goal, we have you covered. Enjoy comfortable beds with high quality white linens, a deep soaking tub with floor to ceiling windows, and custom tiled walk-in showers. Every detail has been thoughtfully designed.brbrThis is a very special place.brbrWhole Foods and Trader Joes are about five minutes away by car, but many guests prefer to leave their vehicle in the complimentary parking lot one block away and walk everywhere.brbrThis property is ideal for family vacations, guests without a car, visitors age fifty five and older, or couples seeking a romantic getaway. It is also an excellent alternative to a hotel stay.brbrFor unmatched views and exceptional privacy, stay at the Percival Suite. If this suite is unavailable, please consider our other listing, the Margaret Suite.brbrThank you, and we look forward to hosting you.brbrI am available throughout your stay if you have any questions. I typically respond within thirty minutes or less.brbrParkingbrWe provide one monthly parking pass for a lot located four hundred feet away, which allows 24-hour storage for one vehicle. The same lot can accommodate a second vehicle for approximately $40 per day, brbrHouse RulesbrBelow are the house rules. We want you to enjoy your stay and appreciate your cooperation. Violations may result in forfeiture of the security deposit.brbrCheck In and Check OutbrCheck in is any time after 4:00 PM.brCheck out is at 11:00 AM.brbrPlease respect check out time so the cleaning staff can prepare for the next guests.brbrNumber of GuestsbrThe maximum occupancy is four and may not be exceeded without the owner’s approval.brbrMinimum AgebrGuests must be at least thirty years old to book.brbrNo PetsbrPets of any kind are not allowed.brbrNo SmokingbrSmoking is not permitted anywhere inside the apartment, on the deck, or within the building. This includes cigarettes, cigars, pipes, electronic cigarettes, and vape devices. Smoking is allowed only outside the building at ground level. Evidence of smoking will result in loss of the security deposit.brConductbrbrGuests are expected to behave reasonably and respectfully. Disruptive behavior, loud music, parties without permission, excessive drinking, destructive actions, or any unsafe or inappropriate conduct may result in removal and loss of the security deposit. Guests are responsible for any damages or injuries that occur due to such behavior.brbrPlease NotebrThere are office spaces directly below the unit. Please keep noise to a minimum during weekday business hours. Parents should ensure children are not running inside the unit.brbrFurnishingsbrThe apartment is fully equipped with bedding, towels, cookware, dishware, and starter paper products. Guests staying for an extended period may need to replenish paper goods and soaps.brbrTowels and LinensbrPlease treat linens and towels with care, as makeup, foundation, and tanning products can cause stains. Makeup wipes and black makeup towels are provided.brbrExpensesbrAny expenses incurred beyond what is outlined in the rental agreement may be deducted from the security deposit. Additional charges beyond the deposit will be invoiced.brbrCleaningbrThe apartment is thoroughly cleaned prior to your arrival. At checkout, please clear the refrigerator, run the dishwasher, and gather your trash. Do not remove duvet covers from comforters.brbrWeather and NoisebrThe owner is not responsible for weather or for typical urban waterfront sounds such as maritime activity, traffic, construction, and other outdoor noise. These conditions do not qualify for refunds.brbrThank YoubrbrWe hope you have a wonderful time during your visit. Please enjoy your stay and reach out if we can assist with anything.brbrScott and KarenbrImportant NotebrbrOur cancellation policy, as listed on the booking site, is firm. No refunds or exchanges will be given for travel issues such as flight delays, vehicle problems, illness, family emergencies, weather events, or late arrivals and early departures. We recommend purchasing travel insurance to protect against unexpected disruptions.

Old Port Penthouse Suite - Amazing Harbor Views

Portland, Maine, United States

Bed

Bath

Sleeps

$508.67

Right in the heart of the Old Port, on the corner of Exchange Street and Fore Street, sits this spacious home with 2 cozy bedrooms plus a versatile loft, perfect for relaxing, working or accommodating extra guests.brbrThe space has charming details like exposed brick, creating a warm inviting atmosphere. Enjoy a fully equipped kitchen and unwind in the living room with an impressive 100 inch smart TVbrbrStay comfortable with fast connected Wi-Fi and air-conditioning perfect for a get away.

Exchange Street Skylight Loft

Portland, Maine, United States

Bed

Bath

Sleeps

$270.28

This studio suite can sleep 2 to 4 people, is newly built, with a complete kitchen, washer/dryer, air-conditioning, cable tv, internet, pull out sofa, designated parking spot for one car, BBQ area, miles of hiking trails across the street with saltwater marsh & waterfalls. Centrally located to downtown Portland, ferry service to the Islands, swimming, sailing and all of coastal Maine. Portland License # STHR-004156-2022

Quiet, residential neighborhood

Portland, Maine, United States

Bed

Bath

Sleeps

$1359.23

Summary:brThis large and open space is the perfect home base for a group visit to Portland. 10 minute walk to Old Port with off-street parking. Beautiful in town treetop views and partial harbor views.brThis spacious penthouse unit is on the 2nd and 3rd floors of the historic 1848 Sea Captain Ingraham mansion.brLicense # STHR 00 4723 2023brbrThe Space:brThis spacious, two-level unit features rich navy accents, original brick walls, skylights, and wood-beamed ceilings that highlight its historic charm. Spanning the left side of the second floor and the entire third floor, it offers plenty of space for groups or families.brbrThe second floor includes a large, comfortable living room with a sectional sofa, a dining bar with seating for eight, and a modern kitchen with high-end appliances. A half bath is conveniently located nearby. Just off the kitchen is a cozy queen bedroom with a sliding barn door for added charm and privacy.brbrUpstairs, you'll find three additional queen bedrooms, each with ample storage and hanging space. The primary bedroom also includes a queen sleeper sofa and an ensuite bathroom featuring a rainhead shower for a luxurious experience. A second full bathroom with dual control shower and washer/dryer serves the remaining bedrooms on this floor.brbrThe Neighborhood:brLocated on Park St in Portland's West End, the property is surrounded by historic homes and brick sidewalks. The Old Port is just 10 minutes away as well as Congress St and the Arts District within a few blocks.brbrGetting Around:brYou will have dedicated off-street parking for 2 mid-sized cars (tandem). There is free street parking but it can be challenging at certain times of day. brbrThe location is very walkable and Uber/Lyft is typically within a few minutes.

WestEnd Large Penthouse walk to Old Port w/Parking

Portland, Maine, United States

Bed

Bath

Sleeps

$2061.19

Summary:brPerfect for large groups, this space accommodates up to 14 guests within 10 minute walk to the Old Port! The historic brick building is located in the beautiful West End with brick sidewalks and beautiful antique homes. Easy access to downtown and waterfront, your group will also have 4 off-street parking spaces.brbrLicense# STHR-004723-2022 & License # STHR-004724-2022 , STHR-005205-2023brbrThe Space:brEnter through the historic front entry of the 1849 Cpt. Ingraham to the master staircase. At the top of the stairs, you will find two comfortable units. brbrUNIT ONE: One Queen Bedroom w/ full couch bed (4 guests)brbrLocated on the second floor, this stylish space welcomes you with an open living area and a well-equipped kitchen featuring high-end appliances—perfect for cooking and relaxing at home.brbrThe queen bedroom has a large TV and desk area. The central AC keeps the space comfortable and cool during summer. brbrThe bathroom showcases timeless black-and-white mosaic tile flooring, classic subway tile, and a luxurious dual shower with both rainfall and adjustable heads, all controlled by a sleek Grohe SmartControl system. A stacked LG ThinQ washer and dryer add modern convenience to this thoughtfully designed apartment.brbrUNIT TWO: 4 Queen Bedrooms and Sleep Sofa (10 guests)brbrThis spacious, two-level unit features rich navy accents, original brick walls, skylights, and wood-beamed ceilings that highlight its historic charm. Spanning the left side of the second floor and the entire third floor, it offers plenty of space for groups or families. Central AC throughout provides comfortable temps throughout. brbrThe second floor includes a large, comfortable living room with a sectional sofa, a dining bar with seating for eight, and a modern kitchen with high-end appliances. A half bath is conveniently located nearby. Just off the kitchen is a cozy queen bedroom with a sliding barn door for added charm and privacy.brbrUpstairs, you'll find three additional queen bedrooms, each with ample storage and hanging space. The primary bedroom has beautiful treetops views and includes a queen sleeper sofa and an ensuite bathroom featuring a dual control rainhead shower for a luxurious experience. A second full bathroom with washer/dryer serves the remaining bedrooms on this floor.brbrGuest Access:brThere is a common foyer and this listing reserves the entire 2nd and 3rd floors.brbrThe Neighborhood:brLocated on Park St in Portland's West End, the property is surrounded by historic homes and brick sidewalks. The Old Port is just 10 minutes away as well as Congress St and the Arts District within a few blocks.brbrGetting Around:brPortland is best explored on foot. All of the best restaurants and attractions are within a 10-15 minute walk. Ubers are available.

Spacious West End Penthouse | Great for Groups

Portland, Maine, United States

Bed

Bath

Sleeps

$495.41

Summary:brHistoric space with treetop views and 10 minute walk to old port. 2-car parking included in ideal West End location.brbrStay in the historic 1849 Charles P. Ingraham Sea Captain's Mansion. Located on beautiful Park St, just a 10 minute walk to Old Port. This 1-bedroom unit comes with a washer/dryer, new bath/kitchen, desk, and 2-car off-street parking.brbrMany walkable cafe and restaurants to enjoy! We are also around the corner from the historic Victoria Mansion. License # : STHR-005205-2023brbrThe Neighborhood:brLocated in the heart of Portland's historic West End on beautiful Park St, and surrounded by beautiful historic homes.brbrGetting Around:brVery Rare in West End - 2 car off-street parking (compact to mid-sized vehicles) 10 minute walk to Old Port 3 blocks to Congress St & Arts DistrictbrbrInteraction with Guests:brCall/text/message if any assistance is needed.

Romantic apt:West End +parking

Portland, Maine, United States

Bed

Bath

Sleeps

$439.93

Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. A very clean but older building. Great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.brbrQuiet neighborhood in great location with Back Bay views. Clean, comfortable furniture. Beds are new and comfortable King and queen size mattresses. Historic Cemetary next door for dog walking. Close to everything. Cable, WIFI, TV. Firewood available for the outside fire pit for an extra fee.brbrFull access to second floor unit, yard, patio, fire pit, and half the large driveway.brbrText me anytime with questions but in general you wont see me unless there is an issue. Unless I am away on a trip I am not far away as I am on Munjoy Hill in Portland most of the time.brbrMostly single family homes in this upscale neighborhood - very safe. Walking distance to Back Bay.brPlease no pets on the furniture. Do not leave any perishables out at the end of your stay. No smoking on the property. Please observe quiet hours from 10pm until 7am.brbrGuests with Children: While children are welcome in our home, please note that the property has not been childproofed. It may not be suitable for very young children or those requiring a child-safe environment. We ask parents to supervise their children closely and accept responsibility for their safety and wellbeing during their stay.brbrLate check out is not offered at this listing. Early check in is possible based on our reservation calendar and if we have guests leaving that morning. brbrThank you!

Back Cove - Sunny 2nd Floor Condo

Portland, Maine, United States

Bed

Bath

Sleeps

$452.35

Bright, clean, first floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard and Back Bay. Although very clean, it is an older building, and it is in a great location, only minutes from the Old Port. Back Bay views. Large driveway offers plenty off street parking. Large yard, patio, fire pit. Clothes Washer and Dryer available in unit. Walking distance to the Back Cove Trail for walking and biking and upscale Tipo Restaurant and Bar.brbrQuiet neighborhood in great location with Back Bay views. Clean, comfortable furniture. Beds are new and comfortable King size mattresses. Historic Cemetary next door for dog walking. Pet friendly. Close to everything. Roku, WIFI, TV. Firewood available for the outside fire pit for an extra fee.brbrFull access to first floor unit, yard, patio, fire pit, and half the large driveway.brbrText me anytime with questions but in general you wont see me unless there is an issue. Unless I am away on a trip I am not far away as I am on Munjoy Hill in Portland most of the time.brbrMostly single family homes in this upscale neighborhood - very safe. Walking distance to Back Bay.brbrAn Uber ride to from the airport is less than $10 and a ride to the old Port is less than $10 as well.brNo smoking or vaping inside or on grounds. No pets allowed on furniture. Quiet hours are from 9pm-7am.

Back Cove - Large Sunny 2 Bedroom Condo

Portland, Maine, United States

Bed

Bath

Sleeps

Select Dates for Price

Welcome to the West End! Set in a building that’s over 150 years old, this home is full of charm and personality. The big windows and soaring ceilings fill the space with natural light, creating an inviting atmosphere for your stay.brbrThe West End is one of Portland’s most walkable neighborhoods, famous for its tree-lined streets and historic brick homes. Just a short walk to downtown, the Old Port, and the waterfront but you won't have to leave the neighborhood for great food and coffee.brbrWhat to ExpectbrThis is our primary residence, so the apartment feels lived-in and welcoming. It’s a little dated, but clean, sunny, and comfortable. If you appreciate history, natural light, and charm, this spot will feel just right.brbrThe Space-brbr1 bedrooms (king bed)brbrOversized windows + high ceilings = light-filled, open feelbrbrQuirky vintage details — a unique space with character, not a generic rentalbrbrComfortable living room perfect for relaxing after a day exploringbrbrFully equipped kitchen for cooking meals at homebrbrGood to Know:brbrThis is an older building, so expect quirks like uneven floors or creaky doors.brbrApartment is on first floor but please note there are a few steps to get into the buildingbrbrNot a luxury renovation, but a bright, character-filled home base in a fantastic location.brbrWhy Stay Here brGuests love the natural light, big windows, high ceilings, and West End charm — all within walking distance to Portland’s best spots.

Sunny West End 1 BR w/ High Ceilings & Parking

Portland, Maine, United States

Bed

Bath

Sleeps

$321.55

2 Bedroom Townhouse Style UnitbrbrWelcome to 255 Spring Street, Unit #10!brbrHistoric and lovingly maintained West End property in quiet building. Excellent proximity to numerous eateries, art galleries, shops and within walking distance to Portland's Old Port and a short drive to area beaches, airport, train station and many scenic attractions. brbrLower level has living room with hardwood floors which opens to large office space, eat-in kitchen with new stainless appliances and granite counter tops, and fully renovated bath with new tile flooring and vanity. High ceilings, light filled rooms, and period details. brbrUpper level has newer wall to wall carpeting with 2 large bedrooms. Large walk-in closets, 1 queen and 1 full bed, full length mirrors and attractive decor. Both bedrooms have window a/c units. Light filled seating area or reading nook with skylight finishes off this area. brbrOther amenities include WiFi access, secured entries, shared courtyard, a/c wall units, etc. Clean, hip and stylish!brbrPlease note that there is TV monitor but no cable or television service available with this unit. There IS WiFi access and a lovely office area with a desk, chair, and book shelf.brbrAlso note that there is only 1 bathroom in this unit and it is on the 1st floor which is on a separate level than the 2 bedrooms.brbrNon-Smoking and No Pets brbrStreet parking only, no driveway with propertybrbrPortland License #2018-2882

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

Portland, Maine, United States

Bed

Bath

Sleeps

$107.91

Welcome to Portland! This sunny, converted Victorian condo is ideal for a comfortable long-term stay, combining historic charm with modern conveniences. Set up by frequent travelers who understand what makes a place livable long-term, the condo is fully furnished and thoughtfully equipped so you can settle in and get on with daily life. The kitchen is a true, full kitchen with all essential cookware and tools, dishwasher, plus a well-appointed coffee, espresso, smoothie, and tea setup for everyday use. Heating and cooling are handled by both classic radiator heat and a heat pump/mini split, keeping the space comfortable through cold Maine winters and warm summer days. We also have a Peloton, 5-50lb adjustable dumbbells, resistance bands, and a yoga setup since we know it can be hard to maintain fitness on the road.brbrYou will be set up well for remote work, with dedicated workspace for one or two people (depending on desk preference) and fast, reliable Fidium fiber internet. The unit is quiet and not street-facing. We have some higher-tech touches like keyless entry (+ keys if you prefer) as well as a Simplisafe monitoring system (if you wish to use it). All utilities are included (heat, hot water, air conditioning, and internet). If you are here in the winter, residents are responsible for snow removal (we have a snowplow/shovels etc and all the neighbors pitch in).

Cozy 1-Bedroom Condo with AC in Lovely Portland, Walkable Neighborhood

Portland, Maine, United States

Bed

Bath

Sleeps

$1262.19

CO2024-01785brbrPenthouse suite w/modern amenities, exposed beams and brick, poplar walls. Rooftop deck w/views of harbor and city. Separate master suites with custom showers and one with soaking tub. Gas-fired Jotul stove in living room. Washer/dryer in unit. Easy elevator access. Spacious kitchen with granite countertops and wine cooler.brbrPlease note: animals (including assistance animals) not allowed due to owner's health.brbrCompletely renovated guest suites in 1850's warehouse on Portland's working waterfront, overlooking the very popular Dimillo's Marina. Watch the yachts come and go and stop at the famous Dimillo's floating restaurant for dinner or a drink. brbrSpacious, modern kitchen with alder wood shaker cabinets, stainless appliances, wine cooler, pots and pans, bowls, wine glasses, cutting board, dishware, 12-cup auto drip coffee maker, granite-top island and bar stools. Dining table next to kitchen and living area in open concept space. brbrVery desirable exposed brick and vaulted ceilings with skylights in guest suites. brbrVery safe and secure. Parking pass for one car included for the lot next door. Leave your car and walk everywhere. brbrWi-Fi, satellite TV, built-in speakers with stereo system, closet space, linens, bedding, pillows, paper products, hair dryer, shower essentials, iron and board. brbrPrivate deck on the 5th floor and semi-private rooftop deck on 6th floor. Floor-to-ceiling windows in living room. brbrPerfect for: br*Retirees looking for comfort and ease br*Couples interested in relaxing when not exploring the city by footbrbrI am available throughout your entire stay to answer any questions you have. I typically respond within 30 minutes or less.brbrLocated in the heart of the Old Port on the working waterfront, this is Portland, Maine at its core. See a mix of lobster boats and fisherman as well as busy professionals. brbrMust see spots nearby: br*Harbor Fish: the go-to spot for just-caught fish br*Casco Bay Ferry: visit the islands br*J's Oyster: classic cocktails, seafood, and an unbeatable mix of locals and tourists alike br*The Holy Donut: Maine potato donuts br*Exchange Street: shopping br*Novare Res Bier Bar: large selection of craft brews brWhole Foods, Trader Joe's, and Hannaford within a 1 mile drive.brbrWe provide you with one monthly parking pass that allows 24/7 vehicle storage for one car. This same lot offers 24/7 parking for a second vehicle (on your own) for roughly $40/day.brbrIf traveling with more than 4 people, please inquire about our sister suite on the same floor.brbrHOUSE RULES:brbrBelow please find the House Rules. We want you to have an enjoyable stay with us and appreciate your adherence to the Rules. Any violation of the House Rules may result in forfeiture of your Security Deposit. brbrCHECK IN / CHECK OUT TIMES:brCheck in time is any time after 4:00 PM. Check out time is 11:00 AM. We ask that you kindly respect check out time as cleaning staff will arrive to clean the apartment for our next guests.brbrNUMBER OF GUESTS:brThe maximum occupancy for this apartment is 4 and may not be exceeded without specific permission from the owner. brbrMINIMUM AGE TO BOOK: 30brbrNO PETS: brThere are no pets of any kind allowed in the apartment.brbrNO SMOKING: brThere is no smoking of any kind allowed in the apartment. This includes, but is not limited to, cigarettes, e-cigarettes, cigars, pipes, and vape devices. You may not smoke in the apartment, on the private deck, nor anywhere in the entire building. If you wish to smoke, you need to take the elevator to the ground floor and smoke outside of the building. Evidence of smoking will result in loss of your security deposit. brbrCONDUCT:brYou are expected to behave reasonably and responsibly during your stay. Any unreasonable conduct in the apartment, on the balcony or in the building may be grounds for expulsion and the loss of your security deposit. Unreasonable conduct includes but is not limited to: indecent, rude or obnoxious behavior; dangerous or intentionally destructive acts; holding a party without the owner’s explicit permission; playing loud music; excessive drinking; the abuse of legal drugs or any use of illegal drugs; or otherwise acting in an inappropriate manner. Any damages or injuries to yourself, others, the apartment, or the building while engaging in unreasonable conduct is not the responsibility of the owner or his insurance company. brbrPLEASE NOTE: There are occupied office spaces directly beneath this unit. Accordingly, please keep noise to a minimum during weekday work hours. Parents, this includes noise from children, including but not limited to running in the unit. brbrFURNISHINGS:brThe apartment is fully equipped with bedding and bath towels, cooking pots and utensils, dishware and starter paper products for your use during your stay. Depending on the length of your stay, you may need to replenish paper products and soaps. brbrTOWELS AND LINENS:brPlease be respectful of linens and towels. Makeup/foundation and tanning products will stain. We have provided you with makeup wipes and black makeup towels for your use. brbrEXPENSES INCURRED:brAny expenses incurred by the owner during your stay that are over and above what the owner agreed to in your rental agreement will be deducted from your security deposit. Any such expenses beyond your security deposit are still your responsibility and will be invoiced to you. The owner will inspect the property and pay any related invoices for services related to damage, and monies owed will be collected from you by whatever payment method you initially used.brbrCLEANING:brThe apartment is meticulously cleaned in preparation for your visit, and you are asked to leave the residence clean and in good order. You are required to clear the refrigerator, run the dishwasher, gather your trash. Please do not remove duvet covers from comforters.brbrWEATHER / NOISE:brThe owner is not responsible for the weather or other acts of nature and cannot guarantee peaceful and quiet enjoyment in the urban waterfront environment in which this apartment is located. Noises generated by construction, people, traffic, maritime activities, pets or wildlife outside the apartment are not an occurrence that warrants a refund of any kind. brbrTHANK YOU!brbrWe hope you have a wonderful time during your visit here. Please make lots of great memories!brbrScott & KarenbrbrImportant Note: Our cancellation policy as outlined on the booking website is firm. Please read it carefully. No refunds or exchanges will be given for travel issues on your end, including but not limited to flight delays/cancellations, vehicle issues, health problems/illness, family emergencies, weather, late arrivals/early departures, or any other unexpected issues that prevent cancellation after the given date range. We are holding your reservation for you and will not be able to rent it after a certain date. Therefore, we highly recommend that you purchase travel insurance to cover any unexpected events.

Waterfront Two Master Suite Penthouse with Rooftop

Portland, Maine, United States

Bed

Bath

Sleeps

$337.62

Welcome to Portland, ME, the secret vacation destination that is no longer a secret. Come stay with us and enjoy the entire one bedroom/one bathroom fully functional apartment in the heart of the historic Parkside neighborhood. Don't be stuck staying off peninsula! It's only a 5 min walk to the start of downtown/15 mins to the Old Port. Both areas are filled with restaurants, bars, breweries, art galleries, antiques, and shops galore. Come enjoy the culinary delights and sights of Portland!brOur apartment is located in the historic Parkside neighborhood of Portland. Portland is full of wonderful parks and green spaces in fact, we are located right around the block from the beautiful Deering Oaks Park where they hold a Saturday Farmer's Market during the summer and a short distance from the beautiful Eastern Promenade. We are a short walk away from the Old Port where there is an abundance of unique local bars, restaurants, pubs, and breweries as well as antique shops, thrift stores, theaters, and concert venues. The State Theatre, Port City Music Hall, and Thompson's Point hold great shows throughout the year. The Nickelodeon movie theater in downtown Portland has $5 shows on Tuesdays! In terms of food, it's hard NOT to find a restaurant in Portland that is not farm-to-table and locally grown and there are so many types of international cuisine to try during your time here. Wake up and grab a donut from the famous Holy Donut right down the street. Grab some brunch from Bayside American Cafe just two blocks from the apartment. There are so many options for food including vegan and vegetarian options, please let us know if you'd like additional suggestions. We are just a few blocks away from Maine Medical Center, so if you have an interview or important event, this is the perfect spot to stay. Take a day trip to one of the many beautiful islands in the Casco Bay from the ferry terminal located only a 25 minute walk from the apartment! Catch a baseball game during the summer months at the Portland Sea Dogs baseball stadium located just a few blocks away. Trader Joe's, Hannaford, Whole Foods, and Shaw's are just a 5-10 minute drive.

Beautiful 1st Floor Apartment & Amazing Shower

Portland, Maine, United States

Bed

Bath

Sleeps

$1151.04

Stay in the heart of Portland and walk to the Old Port, waterfront, restaurants, breweries, coffee shops, and local attractions. This spacious 3-bedroom apartment is ideal for families, couples, and small groups who want a stylish home base with the rare bonus of free on-site parking. With room for up to 8 guests, a full kitchen, fast Wi-Fi, self check-in, and comfortable sleeping arrangements, it’s an easy place to settle in and explore the city on foot.brbrThe apartment spans the 2nd and 3rd floors of a classic Portland building and offers a mix of character, comfort, and convenience in one of the city’s most walkable neighborhoods.brbrSleeping arrangementsbrFront bedroom: 1 king bed + daybed with pull-out trundle (2 twin sleeping spaces total)brMiddle bedroom: 1 queen bedbrLoft bedroom: 1 queen bed, accessed by spiral staircasebrbrWhat guests lovebrWalk to the Old Port, waterfront, restaurants, breweries, coffee shops, and shopsbrFree on-site parkingbrFull kitchen with dining for 8brFast Wi-Fi and Smart TVbrWasher and dryer in unitbrPack & Play for familiesbrSpacious layout with room to spread outbrbrThe kitchen is fully equipped for cooking at home and includes everything needed for a longer stay or group trip. The dining table seats 8, making it easy to gather for meals, coffee, or planning your day in Portland.brbrThe living space is comfortable and inviting, with bold design touches and plenty of room to relax after a day exploring the city. Whether you are in town for a family trip, couples getaway, food weekend, wedding, or just a few nights in Portland, this apartment makes a great home base.brbrGood to knowbrThe apartment is located on the upper floors of the buildingbrThe loft bedroom is accessed by spiral stairsbrThere is 1 bathroombrQuiet hours are 10 PM to 8 AM out of respect for neighborsbrExterior cameras and safety/noise monitoring devices are in place for safety and compliancebrbrWe welcome respectful guests who want to enjoy Portland while being considerate of the neighborhood. This home is best suited for families, couples, and small groups looking for a comfortable, well-located stay close to the best of the city.brbrWe’re local hosts who love creating clean, comfortable, thoughtfully designed spaces for guests visiting Portland. We’re always happy to share recommendations for restaurants, breweries, coffee shops, and things to do so you can enjoy the best of the Old Port and surrounding neighborhoods.

Prime Old Port 3BR • Free Parking • Sleeps 8

Portland, Maine, United States

3

Bed