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$Exquisite 2BR\/2BA+Stunning Views+Munjoy Hill$
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VRBO
Exquisite 2BR\/2BA+Stunning Views+Munjoy Hill
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This recently renovated two-family home with stunning views of the Fore River, marina, and Casco Bay shipping channel is ...
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VRBO
$\Glamp\ out near downtown Portland w\/outdoor patio, fire pit & outdoor shower!$
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Expedia
\"Glamp\" out near downtown Portland w\/outdoor patio, fire pit & outdoor shower!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Perfect indoor and outdoor space for groups & families! Come camp out at 181 Whitney within a 10-minute bike ride, bus r ...
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Expedia
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 $382 per night (USD)
VRBO
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy home located in a very quiet and family friendly neighborhood at the end of a dead end street. Brookside has a larg ...
From $382 per night (USD)
VRBO
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VRBO
Maine Artist Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in one of Portlands historic Victorian mansards 1881 one block off the Casco Bay close to lighthouses, shopping, ai ...
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VRBO
From $411 per night (USD)
Expedia
Fresh East End Apartment Walkable to Downtown Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Kick back on the glossy green Chesterfield at this sunlit, loft-style retreat in Munjoy Hill with open shelving bursting ...
From $411 per night (USD)
Expedia
From $422 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 $422 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Cute 2+ Bedroom Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cute 2+ Bedroom Cottage. A short walk from the Ferry. Sleeps 6. Full Kitchen for your convenience. Picnic Table and ...
From $147 per night (USD)
Expedia
$Waterfront Island Getaway w\/two cottages perfect for Multiple or Large Families$
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 $500 per night (USD)
Expedia
Beautiful Combo Home Located in Downtown Portland - Close to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Pearl of Portland Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $500 per night (USD)
Expedia
From $708 per night (USD)
VRBO
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)
VRBO
From $367 per night (USD)
Expedia
Sunny Modern Oasis in Portland’s Trendy East End
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Escape to this brand new modern space with views of the back cove and skyline. Walk to award winning restaurants, one o ...
From $367 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Willard Beach Get Away - Dog Friendly - Steps from the shore!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Perfect for a Maine summer vacation. This 400 sq foot studio apartment is one house away from Willard Beach, 4 blocks t ...
From $307 per night (USD)
VRBO
From $244 per night (USD)
Expedia
West End 2nd Floor Apartment 762 Congress Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Regards, Brad 203-258-1301 C762CongressStreet@yahoo.com This is a furnished second-floor apartment located at 762 Congr ...
From $244 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
We close up the cottage during the winter months. Available May 1 - Columbus Day. One-week minimum, Saturday - Saturday ...
From $572 per night (USD)
VRBO
From $736 per night (USD)
Expedia
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 $736 per night (USD)
Expedia
From $410 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 $410 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Stunning White Water Ocean Views From This Peaks Island Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escaping to Valhalla by the Sea is like escaping to a simpler time, an experience not marked by time, but by your spirit ...
From $446 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Urban studio in an amazing, central location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no d ...
From $387 per night (USD)
VRBO
From $1455 per night (USD)
Expedia
Upscale large 3 bedroom unit within walking distance to everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Designer inspired spacious, modern home where detailed patterns and vibrant colors intertwine to create a space that fee ...
From $1455 per night (USD)
Expedia
From $1993 per night (USD)
VRBO
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 $1993 per night (USD)
VRBO
From $218 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
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VRBO
Luxury Modern Home with a View
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the good life in this elegant and bold modern home on Portland’s coveted Munjoy Hill. Newly constructed and d ...
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VRBO
From $579 per night (USD)
Expedia
The best place for the money!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Heart of the West End, which is on the peninsula and part of the downtown. Quiet neighborhood, but nice bars and restaur ...
From $579 per night (USD)
Expedia
From $320 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 $320 per night (USD)
VRBO
From $654 per night (USD)
Expedia
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)
Expedia
From $271 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 $271 per night (USD)
VRBO
From $568 per night (USD)
Expedia
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)
Expedia
From $545 per night (USD)
VRBO
Newly Renovated Craftsman Home Walking Distance To Willard Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
***We DO NOT list this house on Craigslist. The Angell House, located in the Willard Square area of South Portland, sit ...
From $545 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Available May 1 - Columbus Day. Full-week rentals only, Saturday-Saturday July 1 - Labor Day. Three-day minimum otherwis ...
From $548 per night (USD)
Expedia
From $1008 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 $1008 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Quiet, residential neighborhood
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This studio suite can sleep 2 to 4 people, is newly built, with a complete kitchen, washer/dryer, air-conditioning, cabl ...
From $256 per night (USD)
Expedia
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 $294 per night (USD)
Expedia
Spacious and Modern One Bedroom Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Modern 1st floor one bedroom apartment in a walk up apt building which has been recently fully renovated. The apartment ...
From $294 per night (USD)
Expedia
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 $1325 per night (USD)
VRBO
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)
VRBO
$Charming Great Diamond Island Cottage w\/Waterviews - Bus. Lic.# STHR-003849-2021$
From $481 per night (USD)
Expedia
Charming Great Diamond Island Cottage w\/Waterviews - Bus. Lic.# STHR-003849-2021
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 $481 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Summer in beautiful Downtown Portland, Maine!
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
Two bedrooms, three full baths, fully equipped kitchen, backyard patio in walking distance from everything. Kid-friendl ...
From $478 per night (USD)
VRBO
From $337 per night (USD)
Expedia
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 $337 per night (USD)
Expedia
From $1147 per night (USD)
VRBO
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We call this first floor of our modified 1890's Victorian the 'Garden SWEET' because it's a huge suite that is so attrac ...
From $1147 per night (USD)
VRBO
From $387 per night (USD)
Expedia
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)
Expedia
From $2321 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 $2321 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Completely remodeled 2 bedroom apartment in Portland's West End
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Come stay in this brand new 2 bedroom 1.5 bath apartment in the heart of Portland's West End. Located just steps away f ...
From $359 per night (USD)
Expedia
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VRBO
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
A spacious, comfortable, home with lots of natural light. Plenty of room to lounge and entertain. This 1st floor unit h ...
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VRBO
From $270 per night (USD)
Expedia
Cozy, Elegant and Bright 2 bed in the East End
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy and elegant 2 bed apartment in Portland’s East End. Whether you want to walk into town for dinner or sample the loc ...
From $270 per night (USD)
Expedia
From $803 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 $803 per night (USD)
VRBO
From $1343 per night (USD)
Expedia
Private Oceanfront Island Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
20
Beautiful private oceanfront property on Long Island, ME! This property has 3 buildings: the main house, the stand alo ...
From $1343 per night (USD)
Expedia
Click For Pricing
VRBO
Eclectic condo in charming West End
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming, eclectic condo in West End. Quiet and private. Host lives next door in separate quarters. Onsite parking. Baby ...
Click For Pricing
VRBO
From $588 per night (USD)
Expedia
Andy's Retreat - Heated outdoor pool, hot tub, central AC, fire pit, bbq
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Our single story, private residence is located in a quiet, residential neighborhood so we do not allow parties or outsid ...
From $588 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Back Cove Charmer Close to Everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sunny Fresh Newly Renovated 1 Bedroom Apt w/Queen (and separate "full" size pullout couch in living room). Well appointe ...
From $175 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Newly Renovated 2nd Floor Apt near USM
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This gorgeous apartment features 3 bedrooms plus a bonus room off master bedroom, one with king size bed, two queen size ...
From $461 per night (USD)
Expedia
From $392 per night (USD)
VRBO
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious, elegant new construction, 1 BR apartment, includes full kitchen with washer/dryer, spa like bathroom with plus ...
From $392 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Chic One Bedroom Apartment In Portland's Arts District
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautifully furnished one bedroom apartment for 2 is on the first floor of a historic 1890 building. Completely re ...
From $286 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Cozy Studio Apartment within walking distance to Willard Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful, newly built studio apartment is located in the heart of the Willard Beach neighborhood. Located within 5 ...
From $131 per night (USD)
VRBO
From $525 per night (USD)
Expedia
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Walk to the local markets and ...
From $525 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Grandma's Craftsmen
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Step back in time and enjoy the original features of this 1929 Craftsmen gem in the North Deering neighborhood. The hous ...
From $424 per night (USD)
VRBO
$Superb Location!! Heart of Old Port\/Spacious Condo$
From $1239 per night (USD)
Expedia
Superb Location!! Heart of Old Port\/Spacious Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Come explore the beautiful, historic and vibrant Old Port District when you stay at this stunning walk-up loft apartment ...
From $1239 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cumberland Charm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $387 per night (USD)
VRBO
Click For Pricing
Expedia
Furnished Sunrise View Waterfront townhouse (South Portland)
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
Renter responsible for: $6500/month and natural gas bill. All other utilities (internet, electric, water, trash removal, ...
Click For Pricing
Expedia
From $419 per night (USD)
VRBO
2 Bedroom Apartment on Top Floor in Portland's West End
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Come stay in the heart of Portland's West End. Located just steps away from some of the best restaurants, cafes and bars ...
From $419 per night (USD)
VRBO
From $1255 per night (USD)
Expedia
Incredible Location! Heart of Old Port|Roomy Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the heart of the Old Port! A gem located in the middle of this historic district. Features 3 bedrooms, luxe l ...
From $1255 per night (USD)
Expedia
$Coastal Home 2 blocks from beach (hot\/dry sauna)$
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VRBO
Coastal Home 2 blocks from beach (hot\/dry sauna)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
New listing! Our home is a 3 Bedroom, 2.5 bath beautiful and contemporary colonial home located in the hip, coastal Will ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Great space in arts district of Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Super budget friendly place in great location No frills Nothing fancy Modest space 2 futons Is less than a five minu ...
Click For Pricing
Expedia
From $489 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 $489 per night (USD)
VRBO
From $109 per night (USD)
Expedia
Portland B&B room - steps from Eastern Prom and beach and close to town too!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Sunny front bedroom for 1-3 people. Large room in second floor apartment with a comfortable queen bed and a sofabed. ...
From $109 per night (USD)
Expedia
From $1370 per night (USD)
VRBO
Stunning and Spacious 6 BR Waterfront House with Hot Tub
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
A beautiful craftsman-style home with water views, comfort and character! This three story house features six bedrooms, ...
From $1370 per night (USD)
VRBO
From $258 per night (USD)
Expedia
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Amenities Include a well equip ...
From $258 per night (USD)
Expedia
From $459 per night (USD)
VRBO
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 $459 per night (USD)
VRBO
From $196 per night (USD)
Expedia
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)
Expedia
From $520 per night (USD)
VRBO
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 $520 per night (USD)
VRBO
From $164 per night (USD)
Expedia
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)
Expedia
$Stylish & Spacious Townhouse w\/Garden, Family-friendly, walk to downtown!$
From $1039 per night (USD)
VRBO
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)
VRBO
$Peaks Island Maine Seaside Cottage: hot tub\/roof decks\/4 season$
From $929 per night (USD)
Expedia
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 $929 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Brand New 1 Bedroom Apartment in Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come and enjoy this fully remodeled 1 bedroom apartment located on the 2nd floor of a historic brownstone row house in P ...
From $364 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Convenient Portland home 3 miles from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A "Great Escape" awaits you at this gorgeous Portland gem! This perfect Maine get away sits in a quiet residential neigh ...
From $481 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Nature with in-town living that feels a world away. May-June-July special!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Immerse in the tranquility of nature while allowing your comfort be seduced by this architect's successful attempt at a ...
From $512 per night (USD)
VRBO
From $689 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 $689 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)
Expedia
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)
Expedia
Click For Pricing
VRBO
Entire Home with Yard Close to it All
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3BR plus large Livingroom with pullout, 2BA, bar, workspace, washer/dryer, porch, yard, BBQ, fire pit, walkable to east ...
Click For Pricing
VRBO
From $387 per night (USD)
Expedia
Ground floor 2 bed condo 1 block to Willard beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Ground-floor, updated, 2-bdr condo in an historic 150-yr-old bldg. in the heart of Willard Square- steps from Portland ' ...
From $387 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come experience a bit of history in this 1200 sq ft , circa 1870 cottage with charming original features and modern con ...
From $435 per night (USD)
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
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 $676 per night (USD)
Expedia
Wonderful Portland Waterfront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wonderful cottage style home with spectacular views and direct access to your own waterfront. Perfect for kayaking, SUP ...
From $676 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
$Amazing Ocean View Summer Cottage Rental w\/ Boat Mooring on Great Diamond Island$
From $497 per night (USD)
VRBO
Amazing Ocean View Summer Cottage Rental w\/ Boat Mooring on Great Diamond Island
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Vacation summer house on Great Diamond Island, with a boat mooring. Our 4 bedroom house sports a grand view of Casco Ba ...
From $497 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Bright & Spacious Apartment with Amazing Shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your vacation, work-trip, or weekend getaway in our lovely, downtown apartment. Apartment 3 is located on the thir ...
From $166 per night (USD)
Expedia
$Panoramic Water, Island & City Views w\/Private Roof Deck$
From $513 per night (USD)
VRBO
Panoramic Water, Island & City Views w\/Private Roof Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We call our beautiful 3rd floor apartment ‘The Crow’s Nest’ not only because of the circular staircase that leads up to ...
From $513 per night (USD)
VRBO
From $1252 per night (USD)
Expedia
Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Registration #2018-4090. Walk everywhere from the SWEET! This huge, beautifully furnished space w/4 full bedrooms, plu ...
From $1252 per night (USD)
Expedia
From $560 per night (USD)
VRBO
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Windows with massive water & city views from the kitchen, dining and living areas, and 360 degrees from your private roo ...
From $560 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Beautiful 1st Floor Apartment & Amazing Shower
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Portland, ME, the secret vacation destination that is no longer a secret. Come stay with us and enjoy the ent ...
From $366 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Vintage Maine & Modern Convenience in Portlands Exclusive East End
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our beautiful 2nd floor apartment is nicknamed ‘The Haven’ because it’s a perfect retreat. After a day of exploring, re ...
From $498 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Rent a room in the gorgeous Holt House
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Rent a private room in the gorgeous Holt House and bask in the ornate mixed designs of John Calvin Stevens, one of Ameri ...
From $189 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Luxury King Room with Parlor and Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on Maine's Great Diamond Island, the Inn at Diamond Cove is a tranquil destination that provides guests with a p ...
From $520 per night (USD)
VRBO
From $555 per night (USD)
Expedia
King Suite with Kitchenette & Balcony on Great Diamond Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located on Maine's Great Diamond Island, the Inn at Diamond Cove is a tranquil destination that provides guests with a p ...
From $555 per night (USD)
Expedia

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Results: 451 Rentals