Vacation Home Rentals By Owner In Portland, ME

$895.98

Spacious 4-bedroom house located in the heart of Portland, ME.

Portland, Maine, United States

Unwind in Portland at this delightful house. With 4 bedrooms including 1 king, 2 queen, and 1 twin bed, along with 3 bathrooms equipped with a shower and hair dryer, guests will feel right at home. This cool property also offers amenities like AC, heating, a washing machine, and WiFi. It's easy to see why you'll be able to unwind at our place.

4

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3

Bath

7

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$606.6

/ Nightly

Private Vacation Home

Wall St. Retreat: Family-Ready Portland Home

Portland, Maine, United States

Enjoy comfort and convenience at the Wall St. Retreat, a modern 3BR home in Portland’s quiet and central Riverton neighborhood. brbrFamily-Ready: Pack 'n' Play, high chair, baby gates, quiet + safe neighborhood, backyard playhousebrbrProfessional Workspace: super-fast 1gb fiber internet, dedicated office space, adjustable-height desk, wifi printer, smart TV with casting capabilitybrbrOutdoor Perks: spacious brick patio with pergola, bbq grill (propane provided), outdoor couch and Adirondack seatingbrbrLong-Term Friendly: book up to 28 days, washer/dryer, fully-stocked kitchen, cleaning available, generous length-of-stay discountsbrbrLocation Benefits: br-Maine Medical Center: 3.5 miles (11 min drive)br-Back Bay Recreation + Payson Park: 2 miles (7 min drive or 50 min walk)br-Industrial Way Breweries: 1.2 miles (5 min drive or 30 min walk)br-Old Port: 4 miles (15 min drive)br-University of New England: 0.9 miles (4 min drive or 20 min walk)br-University of Southern Maine: 3 miles (15 min drive)br-Woodford's Corner Restaurants: 2 miles (8 min drive)br-Hadlock Field: 3 miles (10 min drive)br-Portland International Jetport: 4.3 miles (12 min drive)

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Private Vacation Home

Stunning - modern 2 bedroom Victorian mansion pad

Portland, Maine, United States

If it isn't the ten feet ceilings or the humongous French doors complimented by the heated radiant floors or the coziness of the living space conveniently located in the center of everything that makes this remodeled apartment ideal for you, then it must be the charm of Portland ready for your consumption once you walk out the door. Vintage architecture and boutique modernity are generously sprinkled everywhere around the living space giving you quite a unique New England mansion experience.brbrThe spacebrLess than six minutes drive away from the airport and less than 8 minutes walk to everything downtown, this remodeled Victorian mansion offers all the right mix of aristocratic experience, commodious living, modernity and convenient logistics. KITCHEN & DINING Modern in style, the kitchen is fully-equipped and includes: a fridge/freezer, a microwave, a kettle, a toaster, a dishwasher and an oven. The adjacent dining area is furnished with a wooden dining table that can seat up to 4 guests. The stone countertops boasts of an island that can sit 3 people comfortably. BEDROOMS & BATHROOMS The master bedroom is furnished with a modern queen-size bed, a dresser and a wardrobe. The second bedroom is furnished with a queen-size bed, a dresser and a wardrobe. The third bedroom is furnished with two full-size bed and a dresser. The unit's first bathroom is fitted with a walk-in shower, a toilet and a sink. The second bathroom is fitted with a bathtub, an over-bath shower, a toilet and a sink. Bathroom essentials are provided including towels.brbrIt is self check in. Access details will be provided on the day of arrival.brbrYou also have a designated parking spot during your stay provided on the day of arrival.

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$676.57

/ Nightly

Private Vacation Home

Refurbished Brick, Waterfront Home on Cushing's Island.

Portland, Maine, United States

'The Jail' on Cushing's Island - a WWII, refurbished military jailhouse located on the eastern side of Cushing's Island, in Casco Bay. The large brick house enjoys sweeping views of Spring Cove, the island dock, and Whitehead Passage. The house is incredibly well-equipped and can easily accomodate larger groups. There are 5 bedrooms, 3 small jail cells with single beds (perfect/fun for the kids!), a bunkhouse and 4 full baths. The house rental rate allows up to 10 guests, but will consider additional guests for an additional charge.brbrCushing's Island is a privately-owned island in Casco Bay where roughly 45 families live seasonally. It is one of Maine's most beautiful islands with extensive walking trails that access it's stunning landscape. Walking, birding, swimming, sunbathing, tennis, fishing, kayaking, collecting sea glass, picking berries, exploring, or just relaxing on the porch are how most people fill their days. A year-round caretaker drives the only vehicle on the island. There are no shops, restaurants or stores on Cushing's. Ferry service leaves from Portland Harbor and runs from Memorial Day to Labor Day. Cushing's Island provides the perfect setting for a quiet, secluded family vacation only minutes from downtown Portland (where, if desired, one can find great restaurants, shopping, and museums).brbrKeywords: Large Island home, waterfront, brick, ocean view

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$558.63

/ Nightly

Private Vacation Home

Summer in beautiful Downtown Portland, Maine!

Portland, Maine, United States

Two bedrooms, three full baths, fully equipped kitchen, backyard patio in walking distance from everything. Kid-friendly (though not very toddler friendly - lots of stairs, no baby gates) brbrWhen our family goes on our own adventures, we scrub down our house, store our most prized possessions and rent out our living space.brHouse set upbrThe front door of the house has an electronic lock on it for easy entry. We ask that guests please keep the front door locked at all times.br brBEDROOMS brThere are 2 bedrooms on the 2nd floor for your use with a queen-size beds. The upstairs rec room can be converted into a bedroom if needed. All bedrooms have air conditioners during the summer months.brbrLINENSbr Clean sheets will be put on all of the beds and clean towels will be left for you. brINTERNET ACCESSbr There is also wireless access in the house if you brought your own laptop. brKITCHENbr You are welcome to use anything you see in the kitchen and pantry. Please don’t feel shy! There is no reason for you to invest in things like olive oil and spices when the kitchen is filled with these items!brWe have a few “rules” about the care of pots and knives, but you are welcome to use anything you find in the kitchenbrbrBATHROOMS br2nd floor: Full bath at the end of the hall. An ADA approved hand rail is mounted on the wall along the long side of the tub. As the tub can be slippery and the tub is quite deep, we recommend holding on as you get out!brWasher & Dryer: A High Efficiency front loading washer and a dryer are available for renter use in the 2nd floor bathroom. Detergent is provided.br3rd floor: Another full bath brREC ROOM / TV ROOMbr A flat screen tv with Roku built in is available for guest use in our TV room. There is a smaller TV in the living room on first floor brDINING ROOMbr A dining table available in the dining room. A breakfast nook off the kitchen is also available. Another table in the sun room where you can enjoy your breakfast. brBACK YARD : A cozy back yard with a large gas grill, teak dining table and large articulating umbrella are available for your enjoyment. brbrParkingbrbrDriveway: Guests will have our private driveway to park in during their stay.

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$405.44

/ Nightly

Private Vacation Home

Brand new single family Munjoy Hill

Portland, Maine, United States

Sunny, art filled, new single family on Munjoy Hill. This home has been totally renovated with it’s sunny new kitchen, lovely dining room , separate tv area , and elegant yet comfortable living room. The bedrooms are upstairs with two full baths. Step outside the kitchen to a private backyard. And your own driveway, a real plus in the east end.brbrTurn right out the front door and you see Casco Bay, the eastern prom with tennis courts and miles of trails. Three blocks take you to the trendy restaurants (front room and the Blu Spoon) as well as Rosemont Market, st Lawrence Arts and Hilltop Superette. brWalk down Walnut St to Washington Ave with its amazing restaurants and breweries. There is so much to access from this location. And it is a 15 minute walk to Whole Foods .brBefore I accept reservation , I like to know something about the guests and your visit to Maine.

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$346.73

/ Nightly

Private Vacation Home

Sweet Thing Summary:

Portland, Maine, United States

Summary:brA charming, simple retreat ideal for those looking to unplug and escape. Both of the two bedrooms overlook Diamond Pass in Casco Bay. The lovely farmer's porch provides all day sunlight and glorious views of Peaks' vivid sunsets. A warm and cheery living space, large kitchen, and laundry room round out this Sweet Thing you can call home for a week or more. City of Portland STHR-006119-2024brbrThe Space:brThis sweet cottage situated along Diamond Pass has beautiful water views and classic Maine cottage charm. Sit on the farmer's porch and watch the ferry boats go by during the day and by night sit and awe at our gorgeous west facing sunsets. Our traditional cottage interior boasts wood floors abundant windows catching cross breezes and offering abundant natural light. Sweet Thing is located in a quiet section of the Island near the TEIA Club and beach, yet still within a mile of Peaks' shops, restaurants, and ferry landing.brbrThe first floor offers an eat in kitchen, living room, laundry room, and bathroom. The kitchen offers a 1950s retro dining table, coffeemaker, Keurig, microwave, toaster, full size refrigerator, and electric stove. The living room offers comfortable seating with a sofa positioned to catch cross breezes for the perfect afternoon nap. You'll also find a stand up shower in the bathroom and a laundry room with stackable w/d on the first floor.brbrThe cozy second floor punctuates Sweet Thing's cottage vibes. Sizable bedrooms boast paneled floors, ocean views, and extensive closets built into the homes walls. One bedroom is outfitted with a queen bed, the other two twins.brbrOther amenities include an indoor gas heating stove, cable TV, wifi, puzzles and board games, beach chairs, and an outdoor propane grill. brbrNo pets. No parties. No smoking. No extra guests (young children are an exception).brbrOther Things to Note:brYou will be charged 50% at time of booking and the remaining balance 60 days prior to arrival or no later than June 1. THIS RESERVATION PAGE UNFORTUNATELY DOES NOT SHOW THE PAYMENT SCHEDULE. PLEASE BE ASSURED THAT YOU WILL ONLY BE CHARGED 50% UPON BOOKING (unless your stay is booked after June 1 or within 60 days of reservation.) All payments are refundable until April 1 less the processing fee.

2

Bed

1

Bath

4

Sleeps

$376.74

/ Nightly

Private Vacation Home

The Dwelling Place Su

Portland, Maine, United States

Summary:brWelcome to The Dwelling Place! Cute as a button Peaks Island cottage with plenty of space to dwell: large yard, patio, fire pit, and covered front porch! Inside you'll find a spacious living room with TV, vaulted ceilings, and French doors to the patio and grill. Two bedrooms and futon in living room. Sleeps 6. No pets allowed. 6 min walk to ferry, restaurants, and market. A/C, too! STHR-006635-2025brbrThe Space:brThe Dwelling Place is set back off the Main Street offering a quiet retreat. Offering single level living, yet is far more spacious than a typical single story cottage. Large entry way, two proper bedrooms (queen and full bed), dining area, living room, sitting area (can be transformed for a working space), kitchen, and bathroom. This is the perfect home for a small group or family. There is a great covered front porch to enjoy the outside in the event of uncooperative weather. The spacious yard is flat and fully fenced - perfect for kids that like to move around and parents who want to relax. Sunday to Sunday rentals only through Labor Day, weekend rentals available by inquiry through October.

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$3858.06

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Private Vacation Home

Charming Historic Estate | Perfect for Wedding Headquarters, Groups & Events

Portland, Maine, United States

Summary:brbrWelcome to your home base in coastal Maine—an elegantly restored historic property just steps from Portland’s vibrant Old Port district. Perfect for group getaways, wedding parties, retreats, or milestone celebrations, this spacious vacation rental offers the charm of 19th-century architecture with the comfort of modern amenities. Gather with friends and family in beautifully appointed common spaces, host intimate events in the private on-site carriage house, and explore Portland’s best restaurants, shops, and waterfront—all just a short stroll away. With ample sleeping arrangements, refined interiors, and timeless character, our home is more than a place to stay—it’s a memorable experience for your entire group.brbrbrbrThe Space:brbrStep into more than 4,500 square feet of timeless charm at this beautifully preserved historic home, ideally designed for gatherings of family, friends, or colleagues. Perfectly located between Portland’s vibrant Arts District and the iconic Old Port, this grand vacation rental offers walkable access to the city's best restaurants, shops, and waterfront experiences. brbrbrbrSpacious & Flexible for Groups : With 10 spacious bedrooms and 4.5 well-appointed bathrooms, the main home comfortably hosts large groups. Multiple living and dining areas offer ample room to relax and reconnect. brbrbrbr A Kitchen Made to Gather: The gourmet kitchen is a cook’s dream, complete with soapstone countertops, high-end appliances, and a custom gathering table for eight. Whether you’re preparing a family-style brunch or hosting a private chef dinner, this space is designed to bring people together. brbrbrbr Outdoor Living & Seasonal Entertaining : Step outside to a private backyard oasis with a stone patio, outdoor seating, and a gas grill—perfect for unwinding after a day exploring the city. At the rear of the property, a restored antique carriage house offers a unique space for private dining and intimate group events. **Please note the carriage house is available from April - December and does have an additional fee for use Use of the home and carriage house is limited to registered overnight guests, but we do welcome approved small gatherings or special events with advance notice. Please inquire about event rates and services. brbrbrbrbrbrLicense # STHR-006256-2024brbrbrbrThe Neighborhood:brbrThe home is located between the Arts District and the Old Port district. A unique in-town location with a private feel. Walk to restaurants, shopping, and waterfront activities.brbrbrbrOther Things to Note:brbrFireplaces are not functional and are decorative only. We do not allow open flame in the home or carriage house.

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$529.15

/ Nightly

Private Vacation Home

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Portland, Maine, United States

Centrally located within Portland's charming Munjoy Hill neighborhood, your home away from home is only a 5 minute walk to the Eastern Promenade and restaurants, breweries, bars and shops on Congress and Washington streets. The Old Port and Downtown are also just a 15 minute walk away. brThis superb house features a stunning living room wrapped in a bucolic mural with plenty of comfortable seating and a large screen TV. The kitchen is well appointed and equipped with all the cooking implements you could need, as well as a coffee maker and electric kettle. For sleeping arrangements there are 3 bedrooms, 2 queen beds and 1 twin bed, perfect for a group of friends or family. The 2 bathrooms boast an oversized soaking tub and a walk-in shower. Come experience the elegant allure of this property during your stay. I look forward to hosting you at my place.

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$1000.47

/ Nightly

Private Vacation Home

New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline

Portland, Maine, United States

The whole group will enjoy easy access to everything from this centrally located, charming cape overlooking Casco Bay and Portland skyline. Bluestone patios, a swimming pool, and a large private yard makes this a cozy place to stay while explorIng Peaks Island, the beaches, shoreline and conservation lands. Weekly bookings only. No smoking and No pets.brbrYou'll find several restaurants on the island, a small grocery store, bike and golf cart rentals, two coffee shops, and more.brbrWeekly bookings only (7 night minimum). No smoking and No pets.brbrAbout the house:brMain Floor:brKitchen/dining room with breakfast nook and a dining table with seating for ten.brTwo living rooms; front living room has ocean views, larger family room with tv.brBedroom 1 downstairs: small bedroom on the main floor with adjacent full bath.brPorch: A peaceful front porch to enjoy the view.brbrThe house is wheelchair accessible with a metal ramp to the side door. The downstairs bathroom has a large walk-in shower designed for a wheelchair user .brbrSecond Floor:brBedrooms 2-5; Four bedrooms feature 3 queen beds and one king and a full bathroom with tub and shower.brbrThere's plenty of space to spread out and to work from home with an electric adjustable height desk with casters to move. brbrAmenities: wifi, cable TV, microwave, full-size kitchen with all cooking and baking utensils you would need including a lobster pot, weber gas grill, washer/dryer, parking for 2 cars.brbrThe house is registered as a Short Term Rental with the city of Portland, license #: STHR-007372-2025, Expiration Date: 12/31/2026

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$916.66

/ Nightly

Private Vacation Home

Two Beautiful apartment

Portland, Maine, United States

Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and Portland getaways!brbrIt's newly renovated 2 units apartments. it has everything you need; four bedroom, two full-size kitchen with stainless steel appliance, new butcher block counter top, and two full bathroom. brSTHR-001330-2019brSTHR-000456-2018brbrNew different keypad will be given to guest ahead check in (last 4 digit of guest phone number). Our guests have complete access to the whole apartment and deck ( grill is available just let us know ahead). There are two 58'' samsung 4k smart tv with Netflix, amazon prime, and HBO. High speed internet. There are 2-4 off street parking spots and more on street.

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$689.98

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Private Vacation Home

Good Vibes 4 Wonderful Seasons @ Portland Home!

Portland, Maine, United States

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries, breweries, and wineries in town.brbrThis centrally located home is perfect to explore greater Portland from beautiful parks/trials to the shopping outlets not far away.brbrCity of Portland License #: STHR-004465-2022brbrAll rooms have blinds on the windows. (Some pictures taken before they were added.)brbrGuests have access to the whole house, yard, and pool open May-Sept.brbrPlease reach out on the AirBnB app if there are any questions. Also, after booking, feel free to contact me or my husband directly with any questions.brbrNice family neighborhood close to grocery store, drug store, and various restaurants and fast food.brbrDriveway has 2 parking spaces and there is free street parking. With small cars, some have put a 3rd car in driveway parked parallel at the end. Easy 10 min Uber to downtown restaurants & breweries.brbrGuests love our large fenced in yard!brPlease be considerate of the noise impacting the neighbors during the day & if using the yard/pool in the evening after 10 pm. No music outside after 10 pm. brSuggested pool hours are dawn to dusk.

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$1012.27

/ Nightly

Private Vacation Home

Top Deck - Portland Property with Views!

Portland, Maine, United States

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. brbrThe main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10 – 12. Off street parking 6-8. Large yard. brbrPortland License #STHR-002587-2020brbrACCESSING THE SPACEbrEasy front door access right from the driveway that can fit 6-8 vehicles for off street parking. brbrTVsbrThere are 4 smart TV in the home with Amazon Prime, Netflix, and DirecTV.brbrKITCHENbrThe kitchen has a large table, and 2 ottoman stools can be added. Appliances include a dishwasher, garbage disposal, microwave, range, and a French door refrigerator. Coffee maker, coffee and tea supplies, a blender, and a toaster are on-site. There is a wall-mounted Smart TV in the kitchen area.brbrLIVING ROOMbrThe living room has 2 sleeper sofas with queen foam mattresses. There is a wall-mounted Smart TV mounted in the living room area. brbrBEDROOMS AND BATHROOMSbrbrBEDROOM 1 with FULL BATH - 1st FloorbrQueen size bed with a full bath with a separate shower. brbrBATHROOM - 1st FloorbrHalf bath with restroom and sink. Laundry is located in this room.brbrBEDROOM 2 with FULL BATH - 2nd Floor br2 Queen size beds with a full bath with a separate rain shower and luxurious spa tub. There is a desk and chair that can be used for a quiet work/study/writing space. There is a wall-mounted Smart TV mounted in the bedroom.brbrOPEN SPACE (LIVING ROOM 2/BEDROOM 3) - 2nd Floor brThis space has a sleeper sofa with a queen foam mattress, trundle bed with 2 twin beds, and 2 twin roll-away beds with foam mattresses (stored in the bedroom 2 closet). A room divider is provided to create privacy space if desired. There is a wall-mounted Smart TV mounted in the open space/bedroom 3. brbrLAUNDRYbrThere is a washer and dryer on the 1st floor in the half bath with detergent available for you. You might find sheets or towels in the dryer. The cleaning crew sometimes has to leave before the last dryer cycle ends due to the amount of time it takes to wash and dry all of the linens. If this happens, please just set them aside in the basket. brbrDECKS/PORCHESbrFront Porch has a covered sitting area.brLarge back deck balconies on 1st and 2nd Floors with sitting areas and tables. brbrSUMMER NOTEbrThere is typically a fabulous ocean breeze off the Back Cove to Top Deck that keeps the home cool. If there are any hot days during your stay, there are 4 portable A/C units, portable fans and overhead fans on the bedrooms and 1 overhead fan in upstairs large living room.brbrWe have self check-in access.brYou have access to the entire 1st floor and 2nd floor and the decks.brbrThere is a lower-level basement unit which may be occupied. The 2 units are completely separate. brbrIf guests have a question during their stay, I or my back-up will be available to address questions or offer help.brbrSteps away from beautiful Payson Park and the trail around the Back Cove. Take a walk or run, enjoy playground, tennis courts, basketball court, sledding in the winter!brbrFast/easy Uber or Lyft to town.brSpacious Driveway for easy parking. Space for 6 cars (possibly more depending on size).brSmoking allowed on decks or outside.

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$141.36

/ Nightly

Private Vacation Home

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Portland, Maine, United States

Welcome to a Cozy and Quiet Home in Portland, MainebrbrEnjoy a peaceful stay in our warm and welcoming home, perfect for a small family or a relaxing getaway. This private space includes one comfortable bedroom with a queen-size bed, a beautiful full comforter set, and a pull-out sofa bed for a third guest. You will also have access to your own private bathroom.brbrPlease note: There is no kitchen or cooking allowed.brbrRelax and unwind in this calm and cozy environment—your home away from home.brbrSpecial Promotions by Charich:br • Stay 7 nights or more → 15% discountbr • Stay 28 nights or more → 30% discountbrbrAmenities:br • TV with cable now available brbrGuest Policy:br • Maximum of 3 guestsbr • After 2 guests, there is an additional charge of $50 per person, per night

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$1728.92

/ Nightly

Private Vacation Home

7 Bed Historic Home for Group Stays

Portland, Maine, United States

Summary:brbrExperience timeless elegance in Portland’s sought-after West End. This beautifully restored historic home—originally designed by famed architect John Calvin Stevens—offers the perfect setting for group stays, wedding weekends, and memorable family getaways.brbrbrbrThe Space:brbrPlenty of Room for Everyone!brbrbrbrWith 7 bedrooms and 3.5 bathrooms, this spacious home is perfect for groups who want to stay together in comfort. You'll love the large living room, full kitchen, and formal dining room—great for shared meals and special moments. Planning something extra We’re happy to help arrange a private chef or local catering to make your stay even more memorable.brbrbrbrGuest Access:brbrPrivate entrancebrbrbrbrThe Neighborhood:brbrPortland West End.brbrThis property is located near the Maine Medical Center and just around the corner from Portland's finest green space, the Western Promenade. Just mInutes from the Old Port and Downtown portland, and surrounded by beautiful historic homes.brbrbrbrGetting Around:brbrWalkable to town, Ubers are also readily available. 1.3 miles to Old Port.brbrAcross the street there are city bike rentals (Harvard Pilgrim Pedals)brbrbrbr0.1 miles:brbrWestern Promenadebrbrbrbr0.2-0.3 miles: brbrTandem Coffee brbrQuiero CafebrbrBramhall Bar & Grill brbrbrbr0.4miles:brbrHot SuppabrbrLocal 188brbrChaval brbrRosemont MarketbrbrYordprom Coffeebrbrbrbr0.5 miles:brbrPai Men MiyakebrbrRestaurante El CorazonbrbrMainely NoodsbrbrUncharted TeabrbrBoda ThaibrbrGreen Elephant VegetarianbrbrLazzaribrbrbrbr0.8 miles:brbrTaco EscobarrbrbrNosh Kitchen BarbrbrState TheaterbrbrOttosbrbrOcotillo Brunch & EventsbrbrFriends & FamilybrbrSal de la TierrabrbrIndia PalacebrbrMister BagelbrbrbrbrOther Things to Note:brbrLicense # STHR-006270-2024brbrbrbrThere are 2 garage parking spaces for guests onsite. One additional compact vehicle can fit in the driveway. The street parking around the home is available from 4pm-10am, outside of those times it reverts to one-hour parking. brbrbrbrIf you are bringing more vehicles - there is a lot located at 441 Commercial Street that is $5/day. Free street parking is available about 0.5 mile from the home. If you require additional parking options - please message us for options.

7

Bed

3

Bath

16

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$1015.86

/ Nightly

Private Vacation Home

Renovated Victorian Duplex • Boutique Style • Group-Friendly • 10Min to Old Port

Portland, Maine, United States

Set within a beautifully restored Victorian duplex, The Cornerstone was designed to bridge the gap between the design sensibility & comfort of a boutique hotel and privacy & convenience of a vacation rental, creating a stay that feels both elevated and distinctly Portland. Enjoy a tree-lined neighborhood with local gems nearby. Start your day with a stroll to Norimoto Bakery, then wind down with a cocktail at Woodford F&B—all just 10 minutes from the Old Port and all that downtown has to offer.brbrWELCOME TO THE CORNERSTONEbrbrHistoric charm meets curated character in the heart of Deering Highlands.brThe Cornerstone is ideal for:brbr• Groups & Families who value comfortable, well-designed spaces to gatherbr• Design-lovers who appreciate layered lighting and vintage finds.br• Foodies who want a functional culinary workspace and local market access. br• Local-Focused Travelers who appreciate the ease and insight of having on-site hosts and a resident’s perspective.brbrSTANDOUT FEATURES br• Versatile living spaces → Dine together, intimate chats by the fireplace, spread out, find a reading nook, or gather for a movie.br• Coffee setup for actual coffee people → Drip, Nespresso, K-cup, French Press, or Chemexbr• A real kitchen → fully stocked, designed for cooking together, not just heating things upbr• Layered, design-forward interiors → warm, coastal New England aesthetic br• Restorative Sleep → Individual climate control, sound machines, and quality linens.brbrTHE SPACEbrbrThree bedrooms. Two Bathrooms. One very good kitchen.brbrThe layout is built around a simple idea: space is a cornerstone of comfort.brInstead of maximizing bed count, we prioritized comfortable bedrooms and generous living areas where groups can truly settle in.brbrThe aesthetic is a curated collection of New England charm. From hand-painted coastal murals that capture our local landscapes to an eclectic gallery of collected art. Layered lighting throughout sets the tone, from bright, easy mornings to slower, more ambient evenings. With two distinct lounges, your group has options: gather for a celebratory dinner or long conversation in one, then drift to the secondary lounge for a movie or a nightcap. brbrIn the kitchen, old-world-contemporary aesthetics meet real utility. It’s a space for those who love to cook; well-equipped, intuitive, and ready for anything from a quick breakfast to a full dinner. Spend your morning at Rosemont Market, Pat’s Meat Market, or the Deering Oaks Farmers' Market, then come home to a kitchen that makes meal prep part of the experience.brbrWhen the day ends, retreat to bedrooms that prioritize a good night's sleep. You won't find basic linens here; instead, we’ve provided cozy, layered bedding to ensure you wake up refreshed and ready for another day on the coast.brbrSLEEPING ARRANGEMENTSbrbrComfortably sleeps 7. We prioritized comfort over capacity, everyone has a real place to sleep.brbr• Bedroom 1: King bedbr• Bedroom 2: Queen bed + twin trundlebr• Bedroom 3: Queen bed brbrEach bedroom is designed with comfort in mind: quality mattresses and linens, individual climate control, and a setup that allows everyone to sleep well.brbrBedroom 1 — King Bed (First floor) Primary bedroom with en suite bath. Inspired by Maine’s rugged history, this primary suite features vintage photography of Maine's logging industry.br• King mattress, hotel-quality linens, Pacific Coast goose feather duvetbr• En suite bathroom with heated flooring and heated bidetbr• Room-darkening curtains + light filtering sheersbr• Makeup vanity + full-length mirrorbr• Nightstands with easily accessible USB + USB-C chargingbr• Smart TV (Netflix, Amazon Prime, Hulu, HBO included)br• Sound machinebrbrBedroom 2 — Queen Bed + Twin Trundle (Second floor) Calm and whimsical. Featuring a hand-painted mural of the Scarborough marsh, soft sage trim, reading chair, and upholstered queen daybed with twin trundle.br• Queen daybed + twin trundle, hotel-quality linens, Brooklinen duvetsbr• Room-darkening curtains + blindsbr• Reading chair with lampbr• Nightstand with built-in USB + USB-C chargingbr• Additional folding side table for flexibilitybr• Full-length mirrorbr• Smart TV (Netflix, Amazon Prime, Hulu, HBO included)br• Sound machinebrbrBedroom 3 — Queen Bed (Second floor) Sleep under a Victorian-style canopy in a space inspired by the deep blues and soft greens of Maine’s coastal marshes. Corner windows bring in natural afternoon light, while an oversized mirror makes getting ready with a group effortless. br• Queen mattress, hotel-quality linens, Pacific Coast goose feather duvetbr• Room-darkening curtains + blindsbr• Reading chair with lampbr• Nightstand with built-in USB + USB-C chargingbr• Full-length mirrorbr• Smart TV (Netflix, Amazon Prime, Hulu, HBO included)br• Sound machinebrbrTHE KITCHEN brbrOur favorite room in the house!brbrThis isn't a rental kitchen stocked with the bare minimum. It's a home cook's setup complete with: a KitchenAid mixer, Ninja blender, Chemex, French Press, Nespresso, K-cup, and drip coffee maker, and the kind of well-chosen tools that make cooking feel like the point, not just a means to an end. brbr• A large island provides generous counter space and seats four comfortably br• Locally roasted coffee + a variety of teas providedbr• Olive oil + basic spices stocked so you're not starting from zerobr• Full set of pots + pans brbrWHAT'S PROVIDEDbrbrWe’ve stocked the home with high-quality essentials so you can pack a little lighter. Shampoo, conditioner, body wash, hand soap, lotion, plus kitchen and cleaning supplies, all sourced from Public Goods, known for simple, well-designed products that are sustainable, vegan, and cruelty-free.brbrTHE SOUNDTRACKbrbrA record player with built-in Bluetooth sits in the living room, ready to anchor the mood of your evening. Flip through the vinyl collection or connect your phone to stream your own playlist.brFor a restful end to the night, each bedroom is equipped with a dedicated sound machine to ensure a peaceful wind-down.brbrTHE NEIGHBORHOODbrbrDeering Highlands is a beautiful, residential neighborhood, removed from the bustle of the Old Port, while still being close to everything.You can walk to coffee, run the Baxter Woods trails, or drive downtown in ten minutes.brbrGetting around:br• University of New England (UNE) Portland → 3 min drive / 10 min walkbr• University of Southern Maine (USM) → 5 min drive / 20 min walkbr• Deering Center (Dining & Shops) → 15 min walk / 3 min drivebr• Baxter Woods Trails → 15 min walkbr• Back Cove Trail → 7 min drivebr• Old Port + Downtown Portland → 10 min drivebr• Portland Jetport (PWM) → 10 min drivebr• Eastern Promenade → 10 min drivebrbrGroceries nearby: Trader Joe's, Whole Foods, Rosemont Market & Bakery, Pat's Meat Market. If you're here on a Saturday morning, the Portland Farmers Market is worth a stop.brbrForgot something The South Portland retail hub is just 10 minutes away. You’ll find Target for the quick essentials and HomeGoods for a rainy-day browsebrbrGUEST ACCESSbrbrGuests enjoy full, private access to the lower unit of the duplex. Entry is easy with keyless locks on both the front and back doors, all set to the same code for your stay. The upstairs unit is a separate residence.brbrGUEST INTERACTIONbrbrWe live on-site in the adjoining unit with our family and our two dogs. While the guest experience is designed to be completely private, we’re close enough to share a restaurant tip or answer a quick question whenever you need. Think of us as helpful neighbors here if you need us.brbrBOOKING CONSIDERATIONSbrbrTo help plan your stay, please note:brbrDuplex Transparency: We love the character of this duplex, but it does come with the occasional soundtrack of shared living. We’ve placed sound machines in each bedroom to help buffer any ambient sound transfer between floors. Most guests find it minimal, but we prefer to let you know ahead of time. brbrStairs: There are stairs at each exterior entrance and between all living levels.brbrLaundry Access: The onsite laundry is in the basement. brbrParking: Off-street parking is available and on-street parking is ample in our neighborhood and is available at no cost and without restrictions.brbrMEET YOUR HOSTSbrbrWelcome to Portland! We’re Mary and Andrew.brbrPortland locals, design-build partners, and devoted collectors of things with a past. The Cornerstone grew out of that shared passion. It was our chance to bring together the vintage pieces we’ve collected over the years with the thoughtful, modern comforts that make a house feel like a home.brbrWe designed this space with intention, trading standard finishes for materials that brought us joy, and prioritizing a layout that allows everyone in the group to be comfortable independently and together. We hand painted murals and sourced art work to provide a sense of place and connection to Maine during your stay.brbrWhen we’re off the clock, you’ll likely find us on a trail, at a local brewery, or wandering antique markets with our dogs, Ace & Koda, leading the way.brbrWe hope you feel that this place was made with care. Whether you’re here for a big milestone or just a chill few days to yourselves, we’re so glad you chose us. Come on in!brbrSTR Host License Number: STHR-007181-2025

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$664.51

/ Nightly

Private Vacation Home

Rare West End Home • Walk to Old Port, Harbor View

Portland, Maine, United States

This rare 1875 single-family home in Portland’s West End offers the perfect blend of historic charm and modern comfort. Just a short walk to the Old Port, waterfront, restaurants, and shops, the location makes it easy to experience the best of Portland without needing a car.brbrInside, you’ll find two inviting bedrooms with Casper and Tempur-Pedic mattresses, Brooklinen linens, and a bright, comfortable living space with original wood floors and character throughout. The fully equipped kitchen includes updated appliances, and the home features fast WiFi and a dedicated workspace, ideal for both relaxing stays and work-friendly trips.brbrEnjoy partial harbor views and unwind in the private fenced yard after a day exploring the city. The home’s layout includes a main-floor bedroom and bath, plus a cozy second-floor loft-style space with an additional bedroom and office area.brbrThis is a unique, centrally located home that offers both convenience and comfort in one of Portland’s most desirable neighborhoods.brbrAdditional notes: Street parking is available nearby. Please check posted signs carefully, as Portland enforces seasonal and overnight restrictions. There may also be occasional weekday daytime construction activity on the neighboring property. Evenings and nights are quiet.

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Bath

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$400.58

/ Nightly

Private Vacation Home

Dog-friendly home to yourself - only 7 minutes to downtown Portland

Portland, Maine, United States

Enjoy all that Portland offers in a comfortable, two-bedroom (plus finished basement) home in a quiet neighborhood all to yourself:br*Please note - there is a $100 pet fee if you choose to bring your dog.br*Spacious bedrooms and open living space with hardwood floorsbr*The bathroom is newly renovated with a newly tiled tub/shower. br*Finished basement with living room space, TV, and bedroom area.br*Reliable high-speed internet br*New heat pumps for heat and ACbr*A deck with a gas grill and a fully enclosed and nicely landscaped backyard.br*Two off-street parking spaces (one behind the other) + plenty of on-street parkingbr*Full kitchen with pots and pans, plates and utensils, etc.brbrYou will be staying in my family's home (you will have the entire property to yourself)– you should find space in the top drawers and some hangers in the closet. Please respect our space and belongings. brbrThe home is 7 minutes from downtown (the Old Port). Whole Foods is also just a short drive away--as are Trader Joe's and other local supermarkets. And, of course, Portland has world-class restaurants.br brI'm happy to provide advice to guests. As a native of the area, I can help recommend local restaurants, bars, nature, beaches, parks, music venues, breweries, etc., around Portland (and can also provide insights for other points of interest in Maine.)brbrNo smoking is allowed in the home. There is a $100 pet fee if you bring your pet during your stay in our house. brCity of Portland license # STHR-006856-2025

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$531.92

/ Nightly

Private Vacation Home

Stunning Ocean Views From This Peaks Island Home

Portland, Maine, United States

Completely remodeled classic Peaks Island home with stunning Atlantic Ocean white water views. Welcome to the newly renovated Valhalla on Peaks. This classic home underwent a complete renovation for your family's enjoyment. From the minute you step onto the property, your senses will be overwhelmed by the views, ocean breeze, salty smell, and the property's nostalgic feel. brbrInside, there is a fully stocked kitchen, smart TVs for your enjoyment, stunning views from the dining room, and bedrooms. Three bedrooms are located upstairs with queen beds, smart TVs, and ocean views from two of the three bedrooms. Downstairs, you will find a private reading room with a pull-out queen sofa.brbrThe quaint backyard has a small fireplace with chairs and a propane BBQ.brbrLocated within a twelve to fifteen-minute gorgeous walk from the ferry, restaurants, and the island grocery store. A five-minute walk to the water and a perfect location for endless amounts of walking and biking along the breathtaking roads of the island.brbrMelt your troubles away and give in to the healing powers of a place that time has forgotten. A simpler, magical time that restores memories of your childhood. Make new memories and create lifetime memories for your loved ones.brbrBook with confidence! We guarantee that you will love this house. Upon arrival, if you are not satisfied or feel we have misrepresented the house in any way, we will issue you a full refund, no questions asked.brbrLicense Number: STHR-007470-2025

3

Bed

2

Bath

8

Sleeps

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