Portland Rentals
From $1904 per night (USD)VRBO
Spacious 7-bedroom house in marvelous Portland with AC, WiFi
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Discover this charming 7-bedroom gem in Portland. This lovely house boasts heating, AC, and WiFi for your comfort. With ...
From $1904 per night (USD)VRBO
From $182 per night (USD)VRBO
Artsy bungalow in West End Portland - Pet okay
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Sweet 1-bedroom single-family home tucked off the street in the popular West End neighborhood in Portland. This peaceful ...
From $182 per night (USD)VRBO
From $137 per night (USD)VRBO
NEW! Stylish Loft in the Heart of Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immaculate urban oasis in the heart of downtown Portland. Ideal for remote work. An easy walk to dozens of downtown’s mo ...
From $137 per night (USD)VRBO
From $483 per night (USD)VRBO
Bright, updated century old cottage two blocks from the ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
*Transitioning from other STR site to VRBO so reviews and ratings are on that platform. Newly renovated 2 bedroom cotta ...
From $483 per night (USD)VRBO
From $379 per night (USD)VRBO
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $379 per night (USD)VRBO
From $361 per night (USD)VRBO
A Peaceful Oasis on Munjoy Hill: 1st flr 3BR + parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $361 per night (USD)VRBO
From $524 per night (USD)VRBO
4br2ba House parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning rest ...
From $524 per night (USD)VRBO
From $320 per night (USD)VRBO
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stay in the Top 2 Floors of a Charming 3-Story Cottage This spacious, light-filled retreat is in a prime location- clos ...
From $320 per night (USD)VRBO
From $132 per night (USD)VRBO
Beautiful sunny first floor - walk everywhere- summer options!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sunny, large one bedroom first floor flat with office in historic building in the East End/India/East Bayside neighborho ...
From $132 per night (USD)VRBO
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Vibrant and stylish pet-friendly 2 BR apt w\/king bed, downtown w\/parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom downtown apartment has vibrant, modern & stylish decor, yet is cozy and comfortable with a 'jungle paradi ...
Click For PricingExpedia
Click For PricingVRBO
Munjoy Hill, Park Views, Off Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Everyone will enjoy easy access to everything from this centrally located place. Enjoy stunning city views fr ...
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From $623 per night (USD)Expedia
The Portland Getaway\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Pa ...
From $623 per night (USD)Expedia
From $346 per night (USD)VRBO
Charming 2-Story Cottage with Hot Tub, Near Downtown and Back Cove.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming private guest cottage at the back of a beautiful property in the fantastic Oakdale neighborhood of Portland. Op ...
From $346 per night (USD)VRBO
From $359 per night (USD)Expedia
Fall In Love With Portland!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Portland Registration #4803 Live in a Comfortable Home, in Portland’s popular Munjoy Hill & Eastern Promenade a ...
From $359 per night (USD)Expedia
From $345 per night (USD)VRBO
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Portland Registration #4803 A well cared for and comfortable home, in Portland’s popular Munjoy Hill & Eastern ...
From $345 per night (USD)VRBO
From $114 per night (USD)VRBO
Rosemont 1st Fl: 2BR: Sunny Spacious Convenient 21-day rental March & April '23
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
First Fl in Victorian 2-family. Your home away from home. This apartment features 1 large bedroom with queen bed and a c ...
From $114 per night (USD)VRBO
From $688 per night (USD)VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**2025 DATES WILL BE OPENED MID-TO-LATE JANUARY, 2025** <b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Hav ...
From $688 per night (USD)VRBO
From $477 per night (USD)Expedia
Beautiful rental with private roof deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One of the best locations in town! Walk to downtown and waterfront. Unit has just undergone a full renovation and includ ...
From $477 per night (USD)Expedia
From $1016 per night (USD)VRBO
Two Beautiful apartment
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $1016 per night (USD)VRBO
From $359 per night (USD)VRBO
Beautiful Munjoy Hill Private Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy, freshly remodeled apartment is fully furnished with new appliances, spectacular views of Casco Bay and the is ...
From $359 per night (USD)VRBO
From $2294 per night (USD)VRBO
Designer decorated in an amazing central location w\/rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $2294 per night (USD)VRBO
From $464 per night (USD)VRBO
Ocean front cottage with private beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Maine cottage with extra large porch with rocking chairs and 200 degree views of Casco Bay. Charming 2 bedroom ...
From $464 per night (USD)VRBO
From $682 per night (USD)VRBO
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Parking!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Top-floor penthouse unit in historic 19th century brick building with mo ...
From $682 per night (USD)VRBO
From $858 per night (USD)Expedia
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $858 per night (USD)Expedia
From $654 per night (USD)VRBO
“Margaret” Penthouse Suite: Casco Bay views, right in the Old Port. Parking!\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $654 per night (USD)VRBO
From $818 per night (USD)Expedia
“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Back-to-front top-floor penthouse suite with modern amenities, exposed b ...
From $818 per night (USD)Expedia
From $517 per night (USD)VRBO
Spectacular 3rd Floor Apt Near Downtown Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 1,400 sq.ft newly renovated third floor apartment is located in a quiet Oakdale neighborhood, short walk to Back Co ...
From $517 per night (USD)VRBO
From $309 per night (USD)VRBO
Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom, sunny, modern apartment. Deck with gorgeous view of Casco Bay. Private,peaceful, beautiful yard w ...
From $309 per night (USD)VRBO
From $512 per night (USD)VRBO
Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Third Floor home of a 2 residence home. 3 bedrooms include a master with CA King temperpedic bed, 2nd BR has a Queen si ...
From $512 per night (USD)VRBO
From $507 per night (USD)VRBO
Peaks Island Cottage with beautiful view of Whitehead passage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This well appointed seasonal cottage has everything you need to enjoy your family vacation on one of Casco Bay’s calenda ...
From $507 per night (USD)VRBO
From $220 per night (USD)VRBO
Welcome to Happy Place on Peaks Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in a historic 1890s cottage that blends vintage charm with modern comfort. This year-round retreat offe ...
From $220 per night (USD)VRBO
From $739 per night (USD)Expedia
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SPRING SPECIAL!!! - book our cottage for a minimum of 3 days starting before June 12 and receive a free Ferry Vehicle ...
From $739 per night (USD)Expedia
From $475 per night (USD)VRBO
Luxurious 2 Bedroom Loft in Portland’s Art District
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stylishly decorated art loft walkable to the PMA and all live performance venues: Aura, Cross Arena, Merrill, Portland S ...
From $475 per night (USD)VRBO
From $319 per night (USD)VRBO
Peaks Island, easy to get to and harder to leave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaks Island, easy to get to and harder to leave, is a wonderful place to spend time with your family. Our 2BR/1BA cott ...
From $319 per night (USD)VRBO
From $385 per night (USD)VRBO
Sunny, modern, family home w large yard. Summer on beautiful Peaks Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Last minute cancellation - August 17 to 24. Full week or partial (4 day minimum). Full week is discounted to $250/night, ...
From $385 per night (USD)VRBO
From $443 per night (USD)Expedia
Victorian architecture dipped in refined modernity. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aged and sturdy, yet eminently modernized, this two bedroom boutique loft is perfectly situated in the heart of Portland ...
From $443 per night (USD)Expedia
From $196 per night (USD)VRBO
Stunning - modern 2 bedroom Victorian mansion pad
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If it isn't the ten feet ceilings or the humongous French doors complimented by the heated radiant floors or the cozines ...
From $196 per night (USD)VRBO
From $471 per night (USD)Expedia
The perfect refinement of vintage seduction. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently remodeled open-plan living area is spacious in size and flooded with natural daylight that bounces off the ...
From $471 per night (USD)Expedia
From $164 per night (USD)VRBO
Ultra cool new modern flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
“This is the best basement apartment I have seen, wow!" This historic unique one of a kind 1600sqft boutique basement a ...
From $164 per night (USD)VRBO
From $1039 per night (USD)Expedia
Stylish & Spacious Townhouse w\/Garden, Family-friendly, walk to downtown!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our light-filled three story home is perched on a lovely, quiet corner of the historic West End residential neighborhood ...
From $1039 per night (USD)Expedia
From $785 per night (USD)VRBO
Peaks Island Maine Seaside Cottage: hot tub\/roof decks\/4 season
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Summer 7 day minimm (otherwise 2 night min except 3-5 nights for holidays) Gather with loved ones at Selkies' Rest: Coz ...
From $785 per night (USD)VRBO
From $754 per night (USD)VRBO
NEW LISTING ☼ Unique Oceanfront Home. Separate boat rental available.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Panoramic Oceanfront and island view direct sunrise. Nature preserves and hiking trail next door and nearby. Away from ...
From $754 per night (USD)VRBO
From $387 per night (USD)VRBO
Classic turn of the century Maine cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come experience Maine island living in this beautifully preserved turn of the century home. Libby Cottage is located in ...
From $387 per night (USD)VRBO
From $2310 per night (USD)VRBO
Stunning Entire Three Units Apts (USM AREA)
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 22
This 4200 sq.ft newly renovated entire three units apartments are located in a quiet Oakdale neighborhood, short walk to ...
From $2310 per night (USD)VRBO
From $405 per night (USD)VRBO
Brand new single family Munjoy Hill
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Sunny, art filled, new single family on Munjoy Hill. This home has been totally renovated with it’s sunny new kitchen, l ...
From $405 per night (USD)VRBO
From $355 per night (USD)VRBO
Spacious Historic 1st Floor Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This is a charming art deco home built in 1915. The property has been recently renovated. There are many quirks of an ol ...
From $355 per night (USD)VRBO
From $1004 per night (USD)VRBO
Bright, spacious home, new hot tub, beautiful art, fiber internet, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get away to a comfortable, spacious and bright home in a quiet neighborhood. A brand new heat pump/air conditioning sys ...
From $1004 per night (USD)VRBO
From $492 per night (USD)VRBO
Charming Cottage - Great Diamond Island, Waterviews, Path to Beach, Sunset Side
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quintessential Maine cottage on Great Diamond Island is as charming as it gets. You get the best of all worlds here ...
From $492 per night (USD)VRBO
From $272 per night (USD)VRBO
City Amenities, Casco Bay Sunrises and Natural Beauty
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Martin's Point high end home. This is a unique space that includes a beautiful view of Casco Bay with a waterfront park ...
From $272 per night (USD)VRBO
From $291 per night (USD)VRBO
Charming, Secluded, Island Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming, Secluded, Island Getaway for family and friends! This Down-front getaway has all the advantages to make your ...
From $291 per night (USD)VRBO
From $654 per night (USD)VRBO
Knit 1, Purl 2: Fabulous Turn Of The Century Cottage, Peaks Island, ME
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
There is a 7 night minimum. One of the largest and finest cottages on the less populated side of the island, it is a fu ...
From $654 per night (USD)VRBO
From $273 per night (USD)VRBO
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom Townhouse Style Unit Welcome to 255 Spring Street, Unit #10! Historic and lovingly maintained West End prope ...
From $273 per night (USD)VRBO
From $568 per night (USD)VRBO
Classic Turn of the Century Island Summer Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
'Evergreen Anchorage' has had many roles over the last century- a 1920's guest house, a tea room and an antique store. O ...
From $568 per night (USD)VRBO
From $1929 per night (USD)Expedia
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisitely decorated, art-filled home on Portland's highly sought after East End. Stunning water views from the master ...
From $1929 per night (USD)Expedia
From $218 per night (USD)VRBO
Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful spacious place located 9 minutes from downtown Portland. The property is a restored 120 year old American four ...
From $218 per night (USD)VRBO
From $436 per night (USD)VRBO
Classic Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, charming 1896 cottage at the top of quiet, magical footpath. Has a secluded, peaceful feel but is only a 2-3 ...
From $436 per night (USD)VRBO
From $228 per night (USD)VRBO
Charming Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City of Portland license # STHR 000153 2021 2021 updates: New queen memory foam mattress , new large shower, new Rinn ...
From $228 per night (USD)VRBO
From $496 per night (USD)VRBO
Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Just renovated 4 bedroom off of Back Cove Portland. Sunny, bright and open plan. Great common areas for family or reunio ...
From $496 per night (USD)VRBO
From $399 per night (USD)VRBO
Hollywood meets seaside charm in the former cottage of famed director, John Ford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You'll feel you've got one foot in the present and the other in the past when you step over the threshold of this sweet, ...
From $399 per night (USD)VRBO
From $708 per night (USD)Expedia
Large, light filled 4 bedroom house - walk to ocean and ferry
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Heron's Perch on Peaks' Island has space to hold everyone and cozy spots to curl up on your own. Just steps to the marke ...
From $708 per night (USD)Expedia
From $424 per night (USD)VRBO
Elegant condo - walk to Portland's best restaurants & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A Foodie’s Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $424 per night (USD)VRBO
From $858 per night (USD)VRBO
Waterfront Island Getaway w\/two cottages perfect for Multiple or Large Families
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Cindy's Place is a hidden gem located on the rocky shoreline of Peaks Island overlooking the Casco Bay and the Portland ...
From $858 per night (USD)VRBO
From $327 per night (USD)VRBO
Peaks Cottage: Modern amenities, island charm, steps to shore
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Adorable almost new Peaks Island cottage. Three bedrooms, open kitchen, living area with awesome, comfortable window sea ...
From $327 per night (USD)VRBO
From $1325 per night (USD)Expedia
PORTLAND PENINSULA-SPACIOUS WALKABLE EAST END SPOT
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 12
You will not find a more ideal location for your stay In Portland! Beautifully renovated and designed with all of the am ...
From $1325 per night (USD)Expedia
From $389 per night (USD)VRBO
Charming Downtown Penthouse - The Cabana
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Cabana! Experience the perfect fusion of historic charm and modern luxury in this stunning penthouse apar ...
From $389 per night (USD)VRBO
From $1146 per night (USD)Expedia
Gorgeously renovated, 2-condo property in the West End - walk everywhere
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Four Ensuite The Heart of the West End #3 & #4 Our calendar is updated in real-time & our nightly rates are accurately ...
From $1146 per night (USD)Expedia
From $251 per night (USD)VRBO
Newly Renovated, Classy, and Elegant!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and airy, spacious apartment just minutes from downtown! Bright colors, perfect for couples, small families, retr ...
From $251 per night (USD)VRBO
Click For PricingExpedia
Contemporary Home with Historic Charm
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
A recently renovated historic 5-bedroom home, formerly a Post Headquarters building. Enjoy the beautiful front porch, l ...
Click For PricingExpedia
From $173 per night (USD)VRBO
Quiet Downtown 2BR Oasis - “The Nomad”
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your classic Portland home away from home is a lovingly restored 1800s Queen Anne Victorian style 3-story home convenie ...
From $173 per night (USD)VRBO
From $285 per night (USD)Expedia
Green Goddess - Single family - Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our newly restored, single-family home mixes Victorian architecture with vintage furnishings, local artworks, and modern ...
From $285 per night (USD)Expedia
From $438 per night (USD)VRBO
East End Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated in 2023! The East End guesthouse is a stylish 1 bedroom apartment located parkside directly at the top ...
From $438 per night (USD)VRBO
From $1014 per night (USD)Expedia
New Ocean-front, Peaks Island, Portland home, Beaches,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful Ocean-front location w/ broad, breathtaking views from every room. Well appointed ,furnished, 1100 sf. year ro ...
From $1014 per night (USD)Expedia
Click For PricingVRBO
Chef's Dream Kitchen in Downtown 2 Bedroom Loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The tall oak finished entryway of this urban home guides you into a spacious open concept floorplan and 11.5-foot ceilin ...
Click For PricingVRBO
From $293 per night (USD)VRBO
Cozy Comfort & Indoor Pool | Breakfast | 24h Fitness Center | Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $293 per night (USD)VRBO
From $525 per night (USD)VRBO
Modern Amenities in Historic Area | 2 Units w\/ Pool | Breakfast | 24h Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $525 per night (USD)VRBO
From $667 per night (USD)VRBO
Classic Comfort in the Heart of the City | 2 Units w\/ Pool & Breakfast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $667 per night (USD)VRBO
From $649 per night (USD)VRBO
Portland's Best Accommodation w\/ Breakfast, 24h Fitness Center & Indoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $649 per night (USD)VRBO
From $807 per night (USD)VRBO
Local Landmark! Gorgeous Historic Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
This exceptional landmark property is your home away from home while visiting the Port City! The home is #46 on Greater ...
From $807 per night (USD)VRBO
From $589 per night (USD)VRBO
New England Charm, Portland - Parking included
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked in trendy Oakdale, this chic renovated apartment blends Portland's quintessential charm with modern style blocks ...
From $589 per night (USD)VRBO
From $386 per night (USD)VRBO
Unwind & Relax: Waterfront Stay Near Old Port District, Pet-Friendly & Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $386 per night (USD)VRBO
From $559 per night (USD)VRBO
2 Downtown Portland Hotel Units w\/ Pool | Breakfast | 24h Gym & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $559 per night (USD)VRBO
From $584 per night (USD)VRBO
Amazing Location & Modern Comforts: Pool | Breakfast | 24h Gym | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $584 per night (USD)VRBO
From $457 per night (USD)VRBO
Elegance by the Water with City Views | 2 Units w\/ Pool & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Discover the charm of our waterfront stay in the heart of Old Port, Portland. Your room will be a tranquil space to come ...
From $457 per night (USD)VRBO
From $2212 per night (USD)Expedia
TOP-FLOOR PENTHOUSE at Hobson's Landing. Sweeping views of Portland's Harbor.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BRAND NEW. Incredible top-corner penthouse at Hobson's Landing, the most exclusive address in downtown Portland. Steps ...
From $2212 per night (USD)Expedia
From $401 per night (USD)VRBO
Family-Friendly Home! W\/ FREE parking 5 min to Old Port! Long term stays welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this adorable 2-bedroom retreat. Conveniently located close to downtown this peaceful house off ...
From $401 per night (USD)VRBO
From $802 per night (USD)Expedia
New Listing - Private Oceanfront Property on Peaks Island, Maine - Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Heaven on Earth - Welcome to The House at Table Rock. Only steps from the open ocean with over an acre of property on P ...
From $802 per night (USD)Expedia
From $916 per night (USD)VRBO
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w\/ deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious Cozy 4 bedroom, 2 bath Back Cove 2nd floor condo in a lovely Portland neighborhood. Great for groups and famili ...
From $916 per night (USD)VRBO
From $327 per night (USD)Expedia
Sweet Thing Summary:
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: A charming, simple retreat ideal for those looking to unplug and escape. Both of the two bedrooms overlook Diam ...
From $327 per night (USD)Expedia
From $545 per night (USD)VRBO
The Dairy House Summa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to the Dairy House! You'll be just a few steps from a Centennial Beach and if you choose to stay home y ...
From $545 per night (USD)VRBO
From $385 per night (USD)Expedia
RubySayl Summary:<br>Sim
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Simple and sweet Peaks Island home with many recent updates! Welcome to RubySayl. This cute home is perfect for ...
From $385 per night (USD)Expedia
From $357 per night (USD)VRBO
The Dwelling Place Su
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to The Dwelling Place! Cute as a button Peaks Island cottage with plenty of space to dwell: large yard, ...
From $357 per night (USD)VRBO
From $337 per night (USD)VRBO
Skolfield Inn, Parking, Self-check-in, Garden 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Skolfield Inn! Room 4 is located at the back of the inn, offering a quiet retreat after all your Portlan ...
From $337 per night (USD)VRBO
From $432 per night (USD)VRBO
Charming 2bed, 2 bath 1st floor condo in the heart of the Arts District.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the Heart of the Arts District, this little gem is a perfect place to enjoy everything Portland has to offer ...
From $432 per night (USD)VRBO
From $165 per night (USD)Expedia
Old Port Condo- 3 month minimum rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the vibrant city of Portland Maine in a beautiful condo in Portland's Old Port. Walk to restaurants, bars, shops, ...
From $165 per night (USD)Expedia
From $267 per night (USD)VRBO
Cozy, Quite and Convenient
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Portland house boasts 1 inviting bedroom with 1 king bed, sleeping loft with 1 queen bed, and 1 futon. The bathroo ...
From $267 per night (USD)VRBO
From $263 per night (USD)Expedia
West End Bright Spot with Parking.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This apartment is in the center of Portland's West End. With many restaurants and cafes, the State Theater, PMA & histor ...
From $263 per night (USD)Expedia
From $335 per night (USD)VRBO
Rare Single Family Home in Munjoy Hill Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This single family home in Portland's Munjoy Hill neighborhood offers 3 bedrooms, including 2 queen beds and 1 sofa bed, ...
From $335 per night (USD)VRBO
From $1368 per night (USD)Expedia
NEW West End Chic - Chef's Kitchen, Pool Table, W\/D
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Situated in the heart of Portland's historic West End, this eclectic home that boasts bold colors and contemporary art a ...
From $1368 per night (USD)Expedia
Click For PricingVRBO
Cozy 3rd Floor Haven in Old Port
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience luxury and convenience at the Skyline Suite, a modern and stylish apartment located in the heart of Old Port, ...
Click For PricingVRBO
From $457 per night (USD)VRBO
Pet-Friendly Accommodation Perfect for Portland Family Adventures, 2 Rooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $457 per night (USD)VRBO