Vacation Home Rentals By Owner In Portland, ME

$552.63

Modern & Sunny House Steps from the Promenade. Private Parking!

Portland, Maine, United States

About this space:brThis modern single-family home is just steps away from Portland's Eastern Promenade with its glorious views of Casco Bay and the islands.brMany of the city's best restaurants, cafes, breweries & distilleries are within walking distance from the house.brPark your car in the private parking spot behind the house and forget about it for a while and enjoy the city!brThe space:brThe main floor of the house features an open kitchen & living room floor plan which is a perfect spot for friends and family to gather.brThe living room leads out to a private deck area.brThe two upstairs bedrooms each feature queen-sized beds.brThe living room couch folds flat to transform into a comfy single bed. (See pics)brLittle ones are welcome! If you need a Pack 'n Play or a highchair during your stay, please let me know, and we will set them up for you.brbrGuest accessbrAll areas of the house are available to our guests.brOther things to notebrThere is one parking spot for our guests in the parking lot behind the house.brIf you are visiting with 2 cars, there is on-street parking available, usually right in front of the house or a couple of doors down.brbrSTHR-004947-2022

2

Bed

1

Bath

5

Sleeps

$299.75

/ Nightly

Private Vacation Home

Quiet 2BR/2BA Home w/ Parking • Dog-Friendly • Near Downtown Portland

Portland, Maine, United States

Welcome to your peaceful home base in Portland, located in the quiet and charming Deering neighborhood.brThis comfortable 2-bedroom home is ideal for couples, small families, or travelers with dogs looking for a relaxing stay close to downtown. Enjoy a calm, residential setting with tree-lined streets while being just minutes from Portland’s restaurants, shops, and waterfront.br THE SPACEbrThe home is designed for comfort and convenience, whether you’re visiting for a weekend getaway or a longer stay.brSpacious living room with Smart TVbrFully equipped kitchen with cooking essentialsbrCoffee station for easy morningsbrTwo bedrooms with comfortable beds (sleeps up to 4)brFast WiFi for remote work or streamingbrAir conditioning and heatingbr PET-FRIENDLYbrDogs are welcome, so you don’t have to leave them behind.br1–2 dogs allowedbrFood and water bowls providedbrQuiet neighborhood perfect for walksbrNearby parks and green spacesbrPARKING & ACCESSbrFree off-street parkingbrEasy arrival and stress-free parking (a rare find in Portland)brQuick drive to downtown and the Old Portbr LOCATION & NEIGHBORHOODbrLocated in Deering, one of Portland’s most desirable residential neighborhoods:brQuiet, tree-lined streetsbrRelaxed, local feelbrIdeal for morning walks or unwinding after a day outbrYou’ll be close to everything while enjoying a peaceful place to come home to.br NEARBY ATTRACTIONSbrDowntown Portland / Old Port – 5–10 minutesbrLocal restaurants, breweries, and cafesbrBeaches and coastal day tripsbrParks and walking trailsbr IDEAL FORbrCouplesbrSmall familiesbrTravelers with dogsbrLonger staysbr IMPORTANT NOTESbrMaximum occupancy: 4 guestsbrQuiet neighborhood — no parties or eventsbrPet fee: $25brCheck-in/check-out details provided after bookingbrWHY GUESTS CHOOSE THIS HOMEbrPeaceful, residential settingbrDog-friendly accommodationsbrFree parking

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Bath

Sleeps

$285.22

/ Nightly

Private Vacation Home

Green Goddess - Single family - Munjoy Hill

Portland, Maine, United States

Our newly restored, single-family home mixes Victorian architecture with vintage furnishings, local artworks, and modern amenities. We are located in the heart of Portland's highly desirable East End district, just two short blocks to the Eastern Promenade overlooking Casco Bay. The house is equidistant from the East End Beach with its oceanside trail system connecting to downtown and the vibrant Restaurant Row with its diverse restaurant and microbreweries/distilleries. We are dog friendly (on review) and offer a fully enclosed garden for your furry companion. MINIMUM 30 NIGHT STAY REQUIRED

3

Bed

2

Bath

4

Sleeps

$640.05

/ Nightly

Private Vacation Home

Luxurious Penthouse with Modern Design in Downtown

Portland, Maine, United States

1 min walk to historic Old Port Tavern areabr3 min walk to Portland Peaks Ferry Stationbr3 min walk to Downtown PortlandbrbrbrWelcome to your luxury loft retreat in historic Old Port district! This loft has tons of natural light – open space - and an incredible vibe and charm in the most prime location near Portland harbor.brbr brbrDiscover the pinnacle of luxury living in this stunning modern loft apartment nestled in the vibrant heart of historic Old Port area, and a mere three minutes from both the Portland Peaks Ferry Station and Downtown Portland. Recently renovated, this sophisticated space on Exchange Street is within proximity to an array of award-winning restaurants, breweries, cafes, local theatres, accessible walking paths and waterfront attractions. Whether you’re looking to explore the beautiful Maine coast, discover new local bites, or just relax together in a seaside escape – you’ll find everything you need right here.brbr brbrCozy Bedrooms:brIndulge in ultimate relaxation within two beautifully designed bedrooms. The master boasts a brand-new King-size bed, while the second bedroom features a Queen and a double bed, all adorned with fresh quality linens. Skylight windows with natural light and custom-made blackout shades, and locally inspired artwork that adds character and charm. Enjoy the privacy and serenity of the tucked-away bedrooms, along with ample storage space in the large upstairs guest closet.brbr brbrLaundry:brbrTo make your stay even more convenient, enjoy a complimentary open space laundry area on the second floor.brbrLuxurious Bathroom:brThis modern bathroom features a walk-in shower with rain shower features. You’ll find plush hotel-quality towels ready for your comfort.brbrStylish Lounge & Entertainment:brThe main living room, complete with polished white oak floors and soaring ceilings, features custom made black walnut furniture and a high-end sofa. Connect to our seamless WIFI and use our professional workspace, complete with a walnut oak desk, overhead light, and brown leather chair. Enjoy binge-watching your favorite shows on the brand new 55-inch Sony TV or create your own soundtrack with the quality Bluetooth speaker systems. There’s a variety of family board games, and a peaceful, carpeted reading nook with a custom-made built-in bookcase, floor pillows, and vast collection of books for your enjoyment.brbrGourmet Kitchen:brThe spacious kitchen is fully equipped with modern appliances including a full-size refrigerator, flat top stove, oven, cutlery, large cabinets, a coffee maker and a dishwasher.brbr brbrSecure Building:brbrThis recently renovated luxury loft is located in a secure building with two passcode entries, security cameras, and easy elevator access from the lobby to your front door. Amazon deliveries can be dropped off in the lobby for your convenience. Experience easy and seamless self-check-in and check-out, using a secure code provided.brbr brbrAward-winning Restaurants:brbrImmerse yourself in Portland’s food scene while you are literally within steps to some of Portland’s most notable restaurants. As locals, we would be excited to share our favorite spots with you.brbr brbrPerfect Location:brThis luxury loft it’s less than five minutes away from some of Portland’s most beautiful community parks. Set in the heart of Downtown and the Old Port scene, you`re surrounded by charming shops and lush green spaces, ideal for leisurely strolls. Enjoy easy access to Zagat-rated restaurants and immerse yourself in the local wine scene. Explore Portland`s waterfront attractions that boast scenic views and a range of activities, from leisurely strolls to exciting water sports. Take bike rides or ferry trips to visit charming nearby islands and coastal communities.brbr brbrFor sightseeing, Portland is rich in nearby lighthouses, all within 10 miles and offering wonderful ocean views. We recommend visiting Bug Light Light House First, then 3min drive north to Spring Point Ledge Light House and then a 15min drive to Portland Head Light at Fort Williams Park (the most famous lighthouse in the world) with its smooth pathways. Each one is easy to access and perfect for a leisurely visit. The nearby Two Lights State Park also offers gentle trails and coastal views worth taking in.brbrThis incredible penthouse is just a short distance from the state park beaches, lakes, and only 75 minutes from snow ski mountains during winter.brbr brbrParking:brbrA paid public parking lot is conveniently available right behind the building, less than a minute’s walk away.brbr brbrFamily-Friendly FunbrbrExperience the Children’s Museum & Theatre of Maine for hands-on exhibits for all ages, the Portland Observatory and Eastern Promenade for spaces to run and play, hop on the Casco Bay Ferry for a family-friendly boat ride to nearby islands where you can picnic, explore beaches, or rent bikes, the Farmers’ Market in Deering Oaks Park, often featuring music and kid-friendly food vendors, and outdoor movies and small festivals with food trucks and entertainment during the summer. Many of these spaces are stroller- and kid-friendly, and within walking or short driving distance from the penthouse. Additionally, experience local lighthouses—like Bug Light, Portland Head Light, and Spring Point Ledge Light—all within a 10-mile radius and easily accessible. They’re great for family photos and simple seaside adventures.brbrbrbrBook your getaway today and let us take care of your Portland experience, where you’ll enjoy all the comfort and luxury of this stunning loft! We provide essentials to get you started – coffee, soap, towels, and more – and we’re only a call or message away if you need anything during your stay. We aim to make your stay smooth, relaxing, and to help create unforgettable memories with your loved ones. Whether you’re strolling along the harbor, beach hopping, visiting a local lighthouse, or just enjoying a cozy evening in, we hope you feel right at home.

Bed

Bath

Sleeps

$815.94

/ Nightly

Private Vacation Home

Beautiful, single story ranch. Next to city park with ocean view!

Portland, Maine, United States

This beautiful 3BR, 2.5 bath house is located on Casco Bay in Portland, ME. The 3rd bedroom is located in the finished basment with bathroom and laundry area. It has a double deck in the back yard (with ocean view), grill and a patioset included with a center table/firepit. Directly across the street is Payson Park where there are walking trails, backetball court, tennis courts and a playground. Also, just a walk through the backyard is the Back Cove Boulevard, perfect if you want to enjoy a nice walk along side the water. brbrThis house is located within 5 minutes for Portland’s famous brOld Port which includes many family friendly attractions, local shops and a wide variety of restaurants from traditional pub fare to fine dining. Located within 20 minutes from Portland is Freeport, home to the famous L.L. Bean store and many other outlets. Also 20 minutes away is Sebago lake. The lake offers many activities from swinging, canoeing, kayaking, boat rentals and even scenic plane rides!brbrThis is a great spot for people of all ages to enjoy a simple get away with lots of variety!

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Bath

Sleeps

$969.91

/ Nightly

Private Vacation Home

Amazing Oceanfront Brand NewHome Ideal location -

Portland, Maine, United States

brThis is a brand new home (very rare for a peaks island rental) and could very well have the best view of a property on the island.brbrThis newly constructed modern open concept home features 3 bedrooms with 3 full baths, granite countertops, hardwood floors, gas fireplace, air conditioning (a rarity on peaks island!), washer/dryer, two decks, and the best panoramic view on the island! brbrBookings are Sat - Sat. Between June 15 and Aug 31 (WEEKLY BOOKINGS ONLY!!! ) Weekends considered between those dates if within 1 month of start of occupancy. Inquire of Owner (rates for on peak weekends if approved may be different than the posted rate).brbrNO PETS ALLOWEDbrbr*LINENS: If you wish to rent linens, please let me know They are available through our cleaning service. We do not mark up the price, but just offer this as a service for our guests: The rates are for the duration of your stay: flat rate of $160 for your stay. brbrThese prices are cheaper than local rentals and the beds will be made before your stay and stripped for you at the end.brWhen you walk through the front door you would be taken by the beautiful open concept kitchen/living room, but your eye is immediately drawn to the panoramic view from the living room windows. Just off the living room is a covered deck where you can enjoy your morning coffee with an unobstructed view of the sunrise and a panoramic view up and down the rocky coastline. Could very well be the best house in the best location on the island!brbrThe Bedrooms:brbrThe 1st floor has one bedroom with a twin size bed and an attached bathroom which can be locked off to provide a private bath. The 2nd floor has a Master Bedroom suite, with a walk in shower and walk in closet, with even a better panoramic ocean view!! An open private deck lies just through the sliding glass doors where you will feel the ocean breeze and hear the crash of the waves. br The 3rd bedroom has a full size bed and full size closet, with a full bathroom just outside the door. br The 2nd floor also has a washer/dryer.brbrPeaks island is a 15 minute ferry from Portland, where you can experience a beautiful seaside town with a wide variety of great restaurants and activities. The island offers exceptional walking, jogging, horse riding, tennis, swimming and relaxing with a wild bird preserve, a social club for activities, little shops, grocery store and restaurants. You can easily walk to everything. brbrAmenities: wifi, gas grill, 55 flat panel LCD TV, cable TV, a microwave, full-size oven range, toaster, Keurig coffee-maker, all cooking and baking utensils you would need including a lobster pot, In addition to the 2 decks, there is a patio for entertaining where you can sit, eat, drink and be merry while you watch the waves crash onto the rocky coastline, and feel the cool ocean breeze. The driveway has parking for easily 3-4 cars. brbrThings you'll find stocked at the cottage: propane for the gas grill, bedspreads and pillows (BATH TOWELS, BLANKETS AND LINENS ARE NOT INCLUDED, BUT ARE AVAILABLE FOR RENT)*, the tools to make a lobster dinner, cleaning supplies, lanterns, paper towels, full set of dinnerware, cups, mugs, etc., grill tools, family games. Please note you will need to bring your own bed sheets and towels. brbrOnce you experience our new home, you will see why we call it Our Little Piece of Heaven.brWe have another property nearby within a 60 second walk of this property, please check it out at VRBO #1696184.brbror cut and paste this link into your browserbrbrhttps://www.vrbo.com/1696184 utm_source=direct&utm_medium=social&utm_campaign=earned:vrbo:sharecopylink:USA&utm_content=1696184

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Sleeps

$1056.21

/ Nightly

Private Vacation Home

New Ocean-front, Peaks Island, Portland home, Beaches,

Portland, Maine, United States

Wonderful Ocean-front location w/ broad, breathtaking views from every room. Well appointed ,furnished, 1100 sf. year round home w/ 2 king BR and Full bath on 2nd. Open Stylish kitchen w/ sea-glass/concrete countertops, gas oven/stove. Den, Dining, LR w/AC, radiant heat, ceiling 1/2 bath, deck,

2

Bed

1

Bath

6

Sleeps

$517.75

/ Nightly

Private Vacation Home

The Globe House on Munjoy Hill - Walk to Breweries

Portland, Maine, United States

A fun, modern, cozy apartment sitting on top of Munjoy Hill on North Street. Enjoy some of the best views in the city facing southwest to downtown, the Back Cove, with the White Mountains in the background, and stunning sunsets. The apartment is part of a two-unit home that we own and occupy. Enjoy the sunny backyard overflowing with flowers, hops, apples and grapes. We are a 2-minute walk to Washington Avenue, where there are a number of amazing restaurants, bars, breweries, distilleries and hip stores. We are an 8-minute walk to the East Bayside brewery area.brbrOur home was built in 1876. It is one of the oldest homes on the hill. We bought the house in 2010 and have renovated it. We are a family of four living upstairs. We are an international family. I am from Cape Cod, Massachusetts, and my wife is from Lisbon, Portugal. We love to travel the world seeking adventure and sun in the winter. We are very passionate about surfing, skiing, mountain biking, beer, food and Portland, so if you have any questions please feel free to ask us. brbrWe made the apartment a fun blend of the historic nature of the home with modern touches and artwork we have picked up while traveling the globe. My wife Rita from Portugal speaks Portuguese, English, Spanish, French, and Italian for those travelers preferring to communicate in these languages. We truly hope you have a wonderful stay in our little oasis on the hill.brbrPlease note that our two-bedroom set up is “railroad style”, so you go through one bedroom to get to the second bedroom. This is a common and authentic style of building in the 1800s. This setup is great for families with kids, but we will defer to you to decide if it is comfortable for two couples seeking privacy. As a solution. we have a sectional sofa that converts to a queen size bed in the living room. This is not a traditional pullout with uncomfortable bars in the middle, instead if feels like an actual mattress. We have a super soft topper for it to make it even cozier. The living room has window curtains that can be closed for privacy for those sleeping on the converted sofa.

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Bath

Sleeps

$685.14

/ Nightly

Private Vacation Home

Sea Glass - Peaks Island Backshore oceanfront cottage with stunning views!

Portland, Maine, United States

brIf you enjoy sunrises over the ocean, the sound of crashing waves and distant buoys, picnics on the rocks by the water’s edge, and an incredible seaside view of sailboats, then you’ll love this 3-bedroom oceanfront cottage with private waterfront access! brbrSea Glass is an oceanfront cottage that was cleaned, painted (interior) and refurnished in 2023 that sleeps seven people. It’s located directly on the water with no road between the house and the water. There’s a large private grass yard for playing games, seaside sunning, outside dining, or happy hour relaxation, while enjoying the ocean view. It’s situated in Spar Cove on the quiet back shore of the rocky coastline of Peaks Island overlooking Casco Bay. brbrThe property also has a truly unique feature with it's own private oceanfront rock formation at the waters edge for an immersive experience as the tide goes in and out. Bring a chair and a drink and experience the surf during the day or enjoy a night under the stars by the ocean - see pictures of this in the listing. brbrMain Floor:br- Bedroom 1: The master bedroom is conveniently located on the main floor and has a queen bed.br- Full bathroom: Has a tub and shower adjacent to the master bedroom.br- Two living rooms: Both living rooms have ocean views (see pictures). The larger living room has floor-to-ceiling windows with views of the ocean and yard. It also includes a dining table with seating for six.br- Porch: A peaceful enclosed front porch with comfortable seating with windows to enjoy the view whether it’s the morning sunrise, the shimmering water, a lightning storm, or a moonlit night.br- Kitchen: There’s a full kitchen with a breakfast area including a smaller round table for four with ocean views while enjoying your morning coffee or breakfast by the sea. brbrSecond Floor:br- Bedroom 2: Queen bed and a twin bed with a stunning ocean viewbr- Bedroom 3: Two twin bedsbr- Bathroom with shower. brbrA little about Peaks Island:brPeaks is special getaway for those who enjoy scenic biking, running, walking, kayaking, beach-combing for shells and sea glass, easy hiking through conservation lands and shoreline, and enjoying beautiful sunrises and sunsets along the coast. It's a 7-minute drive from the cottage to Cairn Beach or 11 minutes to Picnic Point.brbrYou'll find several restaurants on the island, (see details below) most with views of the ocean by day, and breathtaking sunsets in the evening. There's a small grocery store, bike and golf cart rentals, two coffee shops, and more. You’re also a 15-minute ferry ride to Portland with all the dining, shopping, and culture it offers.brbrTravel: brCasco Bay Lines operates a passenger and car ferry seven days per week between Portland and Peaks Island. You can see current information including rates and schedule listed here https://www.cascobaylines.com/schedules/peaks-island-schedule/. Please note that the ferry is first come first served and does not take reservations. There is parking for two cars at the house. If you are flying, the closest airport is Portland Intl. Jetport Airport (PWM) which is 4.9 miles from the ferry terminalbrbrLinens & Towels:brNOTE: SHEETS AND TOWELS ARE NOT PROVIDED. Pillows for seven are provided along with blankets and bedspreads. Sheets and towels can be rented through our cleaning service, and they provide full service (beds made before you arrive and then stripped after you depart). You can contact them directly at Swift Cleaning 207-741-4743 or swiftcleaningme@gmail.combrbrAmenities:brKeurig single cup coffee maker and a 14 cup coffee maker, Wi-Fi, cable TV, washer/dryer, iron & ironing board, new 50-inch Samsung Smart TV, gas grill, fans, family games, parking for two cars. The kitchen has a gas stove, electric oven, microwave, dishwasher, toaster, and is stocked for cooking and dining with dinnerware, mugs, glasses, pots/pans utensils, lobster pot, grill tools, and cleaning supplies. etc. The property includes all new fire extinguishers, new smoke detectors and new carbon monoxide detectors. brbrRestaurants on Peaks Island - all within a ten minute drive:brIsland Lobster Company – (restaurant, ocean views)brJones Landing (restaurant, bar, live music)brThe Inn on Peaks Island (restaurant owned by Shipyard Brewery)brThe Cockeyed Gull Restaurant – ocean viewsbrIl Leone (outdoor wood-fired pizzeria)brUnruly Girls’ Peaks Cafe (coffee & breakfast )brBaba’s Café (coffee & breakfast)brDown Front (ice cream and gift shop)brForest City Seafood – live lobster caught dailybrbrWhat's Nearby:brWhaleback Ledge – 3 min drivebrPicnic Point – 11 min drivebrCairn Beach – 7 min drivebrFifth Maine Museum - 6 min drive brBattery Steele (US WWII Military Fortification)– 5 min drivebrbrPolicies:brNo petsbrNo smokingbrNo eventsbrNo candles (our insurance does not cover this)

3

Bed

2

Bath

7

Sleeps

$666.02

/ Nightly

Private Vacation Home

Spacious & sunny 4-bedroom home in the heart of Portland's charming West End

Portland, Maine, United States

Stunning Victorian Retreat in Portland's West EndbrbrWelcome to this spacious 2,100 sq ft apartment spanning the second and third floors of a beautifully preserved Victorian home in Portland's most coveted neighborhood. With four bedrooms, two full bathrooms, and sun-filled rooms throughout, this is the perfect home base for families, friends, or anyone seeking an authentic Portland experience with room to spread out.brSleep comfortably: The four bedrooms include a king bed, a queen bed, a child's bed, and a crib, making this an ideal choice for multi-generational travel or families with young children. Two full bathrooms feature relaxing bathtubs and hair dryers for your convenience.brbrHistoric charm meets modern comfort: Original refinished hardwood floors and soaring high ceilings preserve the home's 19th-century character, while the recently updated kitchen and bathrooms provide all the modern conveniences you need. Natural light pours through the windows, creating a warm and inviting atmosphere throughout.brbrUnbeatable location: Step outside and find yourself just a few hundred feet from James Beard award-winning bakeries, acclaimed restaurants, cozy neighborhood cafes, and one of Portland's most legendary dive bars. The Arts District, Portland Museum of Art, and Old Port's cobblestone streets are an easy walk away. Explore the waterfront, catch a ferry to the islands, or simply wander and discover why Portland is one of America's best food cities.brbrWhether you're gathering for meals in the spacious living areas, relaxing after a day of exploring, or enjoying quiet morning coffee, this delightful home offers the perfect retreat.

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Bath

Sleeps

$2265.02

/ Nightly

Private Vacation Home

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Portland, Maine, United States

Summary:brbrExperience Portland in comfort and style with this spacious 3-unit home, perfect for large groups of 16+. Spread out across three full apartments, each with its own kitchen, living area, and private deck, plus a spectacular rooftop deck with ample seating for gatherings.brbrbrbrJust 5 minutes from downtown Portland, you’ll enjoy privacy, convenience, and plenty of space to relax, entertain, and make memories together.brbrbrbrThe Space:brbr• Sleeps 16+: 7 queen beds + 2 queen air mattressesbrbrbrbr • 3 full kitchens: Stainless appliances, dishwashers, coffee setupsbrbrbrbr • Rooftop deck + 2 private decksbrbrbrbr • Smart TVs in every living areabrbrbrbr • In-unit washer & dryer on all floorsbrbrbrbr • Free parking (2 spots) + street parkingbrbrbrbr • Mini-splits + ceiling fans in all unitsbrbrbrbr • High-speed Wi-Fi throughoutbrbrbrbr • Family-friendly: Pack ’n play + high chair availablebrbrbrbrbrbrMore details about this spacebrbr • This private triplex offers the perfect balance of togetherness and privacy. Each apartment includes its own full kitchen, living room, and outdoor deck. The third floor rooftop deck is the crown jewel, ideal for morning coffee, evening drinks, or soaking in the neighborhood views.brbrbrbrbrbrFirst Floor Apartmentbrbr • 3 bedrooms: Each with a queen bedbrbrbrbr • Full kitchen: Stainless appliances, dishwasher, cookware, and coffee makerbrbrbrbr • Cozy living room: Smart TV, comfortable seatingbrbrbrbr • In-unit washer & dryerbrbrbrbr • Mini-split + ceiling fansbrbrbrbrbrbrSecond Floor Apartmentbrbr • 3 bedrooms: Each with a queen bedbrbrbrbr • Full kitchen: Keurig & drip coffee setup, cookware, dishwasherbrbrbrbr • Comfortable living area: Smart TV, books & gamesbrbrbrbr • Dedicated workspace: Desk & chair for remote workbrbrbrbr • Private deckbrbrbrbr • In-unit washer & dryerbrbrbrbr • Mini-split + ceiling fansbrbrbrbrbrbrThird Floor Apartmentbrbr • 1 bedroom: Queen bedbrbrbrbr • Electric fireplace: Adds a cozy touch to the living spacebrbrbrbr • Full kitchen: Stainless appliances, dishwasher, Keurig/drip coffee setupbrbrbrbr • Smart TV in the living areabrbrbrbr • Rooftop deck: Ample seating & open-air space for relaxing or entertainingbrbrbrbr • In-unit washer & dryerbrbrbrbr • Mini-splitbrbrbrbrbrbrLocation Highlightsbrbr • Downtown Portland: Dining, shopping, and the Old Port (~8 min drive)brbrbrbr • Back Cove Trail: Scenic walking and biking (~15 min walk)brbrbrbr • Portland Museum of Art: Cultural hub (~10 min drive)brbrbrbr • Eastern Promenade: Harbor views & park space (~10 min drive)brbrbrbr • Easy access to I-295 for commuting or exploring greater Maine (~2 min drive to)brbrbrbrGuest Access:brbrGuests have exclusive access to:brbr • All three apartments: Seven bedrooms totalbrbrbrbr • Three full kitchens & multiple dining areasbrbrbrbr • Private decks & rooftop deckbrbrbrbr • On-site parking for 2 cars + free street parkingbrbrbrbr • In-unit laundry on every floorbrbrbrbrOther Things to Note:brbrWe’re available throughout your stay to ensure everything goes smoothly. If you have any questions or need local recommendations, feel free to reach out—we’re happy to help make your Portland visit as enjoyable as possible.brbrbrbrAdditional Note: For reservations of 29 nights or longer, a security deposit will be required. This is a standard policy for extended stays and helps cover any potential damages or excessive wear and tear. The deposit will be collected prior to check-in and is fully refundable after your stay, provided the property is left in good condition. We appreciate your understanding and cooperation, and we look forward to hosting you.brbrbrbrSecurity Deposit: $1800brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, don’t hesitate to reach out, we're here for you! You can message us here on Airbnb, or if you prefer, feel free to give us a call—we’re here to help however we can. We want to make sure you have a relaxing and enjoyable stay, so please let us know if there’s anything we can do!brbrbrbrWarmly,brbrRise & Shine Retreats Team

5

Bath

16

Sleeps

Exceptional(27)

$1175.28

/ Nightly

Private Vacation Home

Spacious Portland Home: Walk Downtown!

Portland, Maine, United States

Experience coastal city living like a local with a stay at this 3-bedroom, 2.5-bath vacation rental in Portland, Maine. This home offers a comfortable interior with free WiFi, a full kitchen, a rooftop deck with ocean views, and a location within walking distance of the Old Port shops, restaurants, and the Portland waterfront area. While you’re in town, be sure to take a stroll through historic Fort Allen Park, visit the Eastern Promenade, or watch the sunrise at East End Beach.brbr-- THE PROPERTY --brbrSTHR-005145-2023 | Walkable Location | In-Unit Elevator | Near Ferry TerminalbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Sleeper SofabrbrINDOOR LIVING: Smart TVs, heated bathroom floors, dining table, books, board games, ceiling fans, bar area w/ wine fridge, computer workspacebrKITCHEN: Blender, coffee maker, cooking utensils, Crockpot, dishware & flatware, dishwasher, ice maker, microwave, spices, toaster oven, wine glassesbrOUTDOOR LIVING: Rooftop deck, ocean views, patio w/ gas grillbrGENERAL: Free WiFi, keyless entry, heat & A/C pumps, complimentary toiletries, hair dryers, hangers, in-unit laundry machines, iron/board, linens/towels, trash bags/paper towelsbrFAQ: 2 steps required to enter, elevator access, Ring Doorbell (facing out), no EV charging on-sitebrPARKING: Garage (1 small vehicle), street parking (1 hour/day Mon-Sat), nearby public parking lotsbrbr-- THE LOCATION --brbrDOWNTOWN PORTLAND (~0.4 miles): Shopping, restaurants; Eventide Oyster Co., The Highroller Lobster Co., Merrill Auditorium, Cross Insurance Arena, Portland Museum of Art, Monument SquarebrOPT OUTSIDE: Casco Bay Lines Ferry Terminal (0.3 miles), Lincoln Park (0.3 miles), Eastern Promenade Trail (0.5 miles), Fort Allen Park (0.8 miles), Bayside Trail (1 mile), East End Beach (1 mile), Willard Beach (4 miles), Bug Light Park (5 miles), Portland Head Light (6 miles)brLOCAL BREWS: Shipyard Brewing Company (0.2 miles), Liquid Riot Bottling Company (0.6 miles), Rising Tide Brewing Company (0.7 miles), Batson River Brewing & Distilling -- Portland (1 mile)brAIRPORT: Portland International Jetport (5 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires 2 steps to enter. Stairs are present throughout the home, but an in-unit elevator is available to avoid most of those stairsbr- NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera. The camera is located on the rooftop patio facing the ship ladder that leads to the upper roof area and does not look into any interior spaces. The camera actively records video when motion is detected by the device

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$955.79

/ Nightly

Private Vacation Home

Historic Officer's Quarters House on Great Diamond Island Near Beaches

Portland, Maine, United States

Gorgeous 5 BR, 3.5 BA Historic Officer’s Quarters at Diamond Cove. This island home is situated in a prime location right on the parade ground and close to the pool and playground. This home has all the modern conveniences – gourmet kitchen & pantry, and 2 large screen TVs, while showcasing the period details of a historic home you appreciate. Enjoy the spacious formal living and dining area for large family dinners, built-in cabinetry, claw foot tub, stained glass and handcrafted woodwork throughout. The deep wrap around porch is ideal for relaxing and admiring the views of the parade ground. Many Diamond Cove amenities to enjoy!brbrGreat Diamond Island in Casco Bay, off the coast of Portland, is one of the most picturesque islands in Maine.brbrVisitors come via ferry, water taxi, or private boat to explore this secluded jewel and take in the island's 193 acres of spectacular natural landscape perfect for outdoor recreation and relaxing.brbrDiamond Cove is the island's small private residential community, formerly a military base built during America's Gilded Age. Army structures that were once scattered over the land have been restored and are now homes with wonderful historic detail and character.brbrPrior to being an army base, Diamond Cove was a famous artists' retreat where American literary greats such as Henry Wadsworth Longfellow and Harriet Beecher Stowe spent time.brbrToday, Diamond Cove is also home to the luxurious Inn at Diamond Cove, highly rated Diamonds Edge Restaurant, and the Fort McKinley Museum.brbrWith its spectacular sunsets, sheltered beaches, and acres of old-growth forest, this unique and historic location offers visitors an unparalleled opportunity to experience the tranquility of Maine island living.brbrGreat Diamond Island is not accessible from the mainland by car and primary modes of transportation are golf carts and bicycles.brbrCommunity Amenities include:brDuckpin bowlingbrFitness gymbrGame roombrIndoor basketball courtbrLibrarybrMailroombrPrivate beachesbrSwimming poolbrTennis courtsbrWalking trailsbrbrGETTNG HEREbrDiamond Cove is a car-free community, which is part of what makes it so special. Parking in Portland is the sole responsibility of the guest. Guests must arrive on the Diamond Cove Dock via Ferry or Water Taxi. This is part of the magical experience of entering the Island State of Mind. brbrPRIVATE WATER TAXIbrWe highly suggest arranging a private water taxi before your arrival. We recommend contacting Fogg’s Water Taxi Service.brbrFERRYbrAnother method of transportation is the Ferry service, provided by Casco Bay Lines. The ferry terminal is located at the Maine State Pier, 56 Commercial Street, Portland, ME. While we are located on Great Diamond Island, please ensure you are purchasing tickets to the Diamond Cove Dock. The most updated schedule is on the Casco Bay Lines website.

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$460.85

/ Nightly

Private Vacation Home

Modern Guest House + garden patio on Munjoy Hill

Portland, Maine, United States

Welcome to a new place on the East End! A unique, modern guest house full of comforts, and yours to call home. Private and quiet, the rooms and kitchen fill with sunlight in the morning, and a high-efficiency heat pump provides upstairs A/C in the summers. Enjoy a fully equipped kitchen, and step outside the dining room onto the private patio. An ideal, walkable location--the guest house on Munjoy Hill is minutes away from the Eastern Promenade, the Old Port, and many excellent local spots.brbrThe spacebrIt's like at each corner of the dwelling, there is a new space that opens up. -KavenabrbrOur guests revel in a thoughtfully-designed guest house full of comforts and close to almost everything in town. Private and quiet, the rooms and kitchen fill with sunlight in the morning, and the living room fills with sun in the afternoon. Enjoy a modern, fully-equipped kitchen, and step outside from the dining room onto the private patio to enjoy a book and beverage, or prepare a meal on the grill. A high-efficiency heat pump provides climate control and upstairs A/C in the summers. Radiant floor heat warms the space and the bathroom tiles in the fall and winters.brbrOn the second floor there are two bedrooms: one with a Queen Bed, and the second with a spacious and comfortable daybed, which extends to a Queen size, and sleeps two. Two separate bathrooms: one on each floor, with the upstairs featuring a full-tile shower. We also have amenities available for families traveling with kids, including an assortment of games, beach toys, and a small crib for little ones.br

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$373.48

/ Nightly

Private Vacation Home

Near Portland Trails: Walkable Apartment w/ Deck

Portland, Maine, United States

Open Layout | In-Unit Laundry | 1/2 Mi to Restaurant & Market | BBQ ReadybrbrDiscover Portland, ME, like a local at this 1-bedroom, 1-bath vacation rental. Step outside to hike or bike along scenic trails, grab lunch in town, and finish your afternoon with a craft brew. For more excitement, stroll through the cobblestone streets of Old Port and immerse yourself in its vibrant waterfront dining scene. This apartment is perfect for outdoor adventurers — it's a hidden gem you don't want to miss!brbr-- THE PROPERTY --brbrSTHR-005962-2024brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbr- Living Room: 1 full sleeper sofabrbrMAIN FEATURESbr- Furnished deck, outdoor dining area, gas grillbr- 2 Smart TVsbr- Private deckbr- Breakfast barbrbrKITCHEN br- Stove/oven, refrigerator, dishwasherbr- Microwave, toaster ovenbr- Drip coffee maker & Keurig (coffee provided)br- Cooking basicsbr- Dishware/flatwarebr- Trash bags & paper towelsbrbrGENERAL br- Free WiFibr- Washer & dryerbr- Central A/C & heating, ceiling fanbr- Linens/towels, complimentary toiletriesbr- Iron/board, hair dryerbr- Keyless entrybrbrFAQbr- Homeowner on-site (separate unit)brbrACCESSIBILITYbr- Single-story apartment, 3 steps to enterbrbrPARKINGbr- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- 0.5 miles to Back Covebr- 1 mile to Portland's downtown area: bars, cafes, coffee shops, restaurants & boutiquesbr- 1 mile to Payson Park & Payson Hill Winter Recreation Areabr- 4 miles to Mackworth Island State Parkbr- 4 miles to Portland Int'l Jetportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment requires 3 steps to enterbr- The homeowner lives on-site, in a completely separate unit, and may be present during your stay

1

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1

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4

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$444.28

/ Nightly

Private Vacation Home

Charming Home minutes to Old Port & Thompson Point

Portland, Maine, United States

Welcome to your quiet Maine getaway, perfectly located just minutes from Thompson Point, Downtown Portland, and the city’s best dining, breweries, and waterfront attractions. This spacious home offers the ideal blend of comfort, convenience, and relaxation, nestled in a safe suburban neighborhood, and is perfect for families, groups, business travelers, and concert-goers. Featuring 4 bedrooms and 2 bathrooms, it comfortably sleeps up to 10 guests, including a pull-out couch, and includes a cozy living room, fully equipped kitchen with everything you need to cook, a dedicated workspace for remote work, washer and dryer, fast Wi-Fi, hotel-quality linens and towels, complimentary toiletries, easy self check-in, and bright, comfortable bedrooms. Outside, enjoy a peaceful backyard with an outdoor dining area, fire pit, and safe yard for families and pets. Parking is abundant with a large driveway and plenty of free street parking. This home is thoughtfully set up for families and pets, and its prime location puts you minutes from Thompson Point concerts and events, a short drive to Downtown Portland, close to the waterfront, shops, restaurants, parks, and near major highways for exploring Southern Maine. Whether you’re catching a show, visiting family, working remotely, or exploring Portland’s vibrant food and brewery scene, this quiet and spacious home offers the perfect balance of comfort, convenience, and suburban relaxation.

4

Bed

2

Bath

10

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$223.45

/ Nightly

Private Vacation Home

Charming 1-bedroom ADU in wonderful Portland neighborhood

Portland, Maine, United States

Unwind in Portland at this delightful guest house. This cozy retreat features 1 bedroom, complete with all the essentials like a hair dryer, AC, heating WiFi and kitchenette. Experience the magic of Portland at our charming guest house.

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$1080.18

/ Nightly

Private Vacation Home

Luxurious island home on the water, 30 minute ferry ride from Portland Maine

Portland, Maine, United States

A Gem of Solitude and The Enchantment of Diamond Cove Island, MainebrbrIf you live in a world of running around to the next meeting, getting kids to practice, and watching life slip by in traffic there exists a hidden gem called Diamond Cove Island, nestled off the coast of Maine, to put all that stress and tension behind. It is a place of quiet enchantment, where the serenity of nature and the charm of all around creates a spell that draws people from all corners of the world.brbrYour journey will start with a ferry ride from Portland where your anticipation will become palpable. As Diamond Cove comes into view, it casts a spell on every soul aboard. The first sight of its rugged coastline and towering trees set the stage for a unique adventure.brbrDiamond Cove Island is a sanctuary for nature lovers, historical adventurers, and sea glass beach combers. If you are young or young at heart there is a pool, game room, indoor basketball court an authentic duck pin bowling for everyone to enjoy. However, the picture worth a thousand words and what never gets old is the feeling you get sitting on your deck, listening to the sounds of the ocean and watching the boats rolling in and out. You can watch the lobsterman picking up their traps or waive at the people rolling in for their own adveture, it just never gets old. brbrFor those enchanted by history, the island's history as an early 1900s military base will fill your mind with wonderment. Beautifully restored barracks, officer homes and other structures tell with visual accuracy what it was like to live and serve on the island. For the true Indiana Jones at heart the forests have artifacts and bunkers to hunt for treasures. There is even a look out structure on the property you are renting where you can envision men with telescopes triangulating the firing distance to hit their target. brbrOnce you see all these things combined you will have no question why famous artist came to capture the play of light on the cliffs, where writers found solace in the quaint cottages, and musicians drew melodies from the whispers of the sea. Creativity thrives here. brbrAt days end the island's locally owned restaurants offer a taste of Maine's finest. From traditional fine Maine Dining at Diamonds Edge where you can elegantly dine on the lawn or on the deck overlooking the cove or the super cool Crown Jewel bringing eclectic island vibes with its culinary expertise. If brunch is your speed the Inn has a inviting indoor or outdoor area and a fire pit where drinks can be served to truly pamper you. If you need more choices just take the ferry or call a water taxi and you are in the heart of one of Portland where choices are endless.brbrWhen you leave Diamond Cove you will be left with memories of natural beauty, history, creativity, and the pure joy of a simpler, more profound way of life. It is a story that whispers to you in months and years following the island's timeless enchantment. We invite all looking for solace and wonder to experience its magic for themselves.br

4

Bed

3

Bath

10

Sleeps

$684.49

/ Nightly

Private Vacation Home

Gorgeous 3-bedroom house with a Pool in charming Portland

Portland, Maine, United States

Welcome to this charming house in Portland that has its own pool, backyard, bqq, and large deck. With three cozy bedrooms featuring one king bed and two queen beds, guests can enjoy a restful night’s sleep. Inside, the space feels peaceful and inviting, perfect for relaxing after a day of exploring. Whether you’re unwinding in the soothing living area or enjoying the pleasant atmosphere throughout, this home offers a comfortable retreat. We’ll be available to answer any questions while you stay at our place. Please note that the owner is sometimes in and out of the detached garage.

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$478.49

/ Nightly

Private Vacation Home

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Portland, Maine, United States

Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Amenities Include a well equipped kitchen with everything you need.brbrOptimum comfort - ACs in both bedrooms and another for the first floor ensures climate control. Room darkening drapes provide privacy in all rooms.brbrLarge backyard and deck where large trees provide adequate shade. The townhouse can accommodate up to 6 people with two queen beds in the bedrooms and a queen sleeper sofa in the living room. High speed internet, premium cable TV (HBO), and Netflix is provided. brbrDogs are permitted for a small fee as long as they are well behaved - please reach out beforehand, but we love dogs!brbrProperty Registration Number: 20185075-ST

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6

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