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From $379 per night (USD)
VRBO
Back Cove Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views Find yourself right in the heart of Portland a ...
From $379 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Cozy Newly Renovated 1st Floor Apt
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 1,400 sq.ft newly renovated First floor apartment is located in a quiet Oakdale neighborhood, short walk to Back Co ...
From $628 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Ocean view Victorian
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Surrounded by ocean views. High a top Munjoy Hill, walking distance to restaraunts, Old Port shopping district and brewe ...
From $341 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Updated 2 Bedroom with Roof deck and backyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
You will not be disappointed in this Modern 2 bedroom apartment walk-in 1st floor unit able to comfortably accommodate ...
From $594 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Fabulous studio apartment with roof deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated with direct acce ...
From $226 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Willard Beach Two Bedroom Cottage - October available at discount
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sweet, comfortable, two bedroom, updated cottage with fenced back yard (dog friendly). Fully equipped for summer of fu ...
From $152 per night (USD)
VRBO
From $654 per night (USD)
VRBO
Executive Falmouth Waterfront Home on the Presumpscot River
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This tastefully renovated single family Waterfront Home is ready for your immediate weekly or monthly stay. Designed to ...
From $654 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Adorable Portland getaway on the Eastern Promenade
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Lovely third-floor apartment on the East End, just steps from the glorious Eastern Promenade! Cozy and cute, this adora ...
From $216 per night (USD)
Expedia
From $276 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 $276 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Modern Guest House + garden patio on Munjoy Hill
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to a new place on the East End! A unique, modern guest house full of comforts, and yours to call home. Private ...
From $260 per night (USD)
VRBO
From $1697 per night (USD)
VRBO
Designer decorated in an amazing central location w/rooftop deck!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $1697 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful apartment in arts district
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nice upscale space Steps to arts district Restaurants theaters shopping No wi fi service No television Stairs require ...
Click For Pricing
Expedia
From $1164 per night (USD)
VRBO
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Gorgeous 5 BR, 3.5 BA Historic Officer’s Quarters at Diamond Cove. This island home is situated in a prime location righ ...
From $1164 per night (USD)
VRBO
From $340 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 $340 per night (USD)
Expedia
Click For Pricing
VRBO
The Backshore House Family friendly Oasis on Peaks Island
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy island living in our Peaks Island getaway. Private, furnished house featuring over 2600 square feet of living spac ...
Click For Pricing
VRBO
From $333 per night (USD)
Expedia
Charming 2-bedroom steps from the Eastern Promenade
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Portland's East End has the charm of a small town, amazing views of the ocean, delicious restaurants, and is just a shor ...
From $333 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Historic Home on Great Diamond Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute and cozy, the historic radio shack sits atop a knoll on a private lot. This little gem is ideal for 1-2 people. Gal ...
Click For Pricing
VRBO
From $598 per night (USD)
Expedia
Convenient, Modern Thompson s Point 3-Bed Flat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Only a short walk to the newest hot spot in Portland, Thompson s Point (boasting world-class craft breweries like Bissel ...
From $598 per night (USD)
Expedia
From $789 per night (USD)
VRBO
Two Beautiful apartment
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $789 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Glorious getaway on Portland's Eastern Promenade.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on ...
From $319 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Beautifully updated short walk to the beach and 5-7 min to Portland.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is located .2 miles from cliff house beach and a 10 minute walk to Willard Beach or a 2 minute drive. Yo ...
From $153 per night (USD)
VRBO
From $683 per night (USD)
VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**2025 DATES WILL BE OPENED MID-TO-LATE JANUARY, 2025** <b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Hav ...
From $683 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Luxury Condo Downtown Portland Old Port
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Luxury Condo in the heart of Portland's Old Port. Enjoy your stay on a beautiful historical street tucked away just step ...
From $244 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Amazing modern west end retreat with stunning city views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very simple 2bed/1bath apartment which sits one block from Hadlock stadium, and only a hop skip and a jump to the Old Po ...
From $332 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Morrill Mansion Inn | 7 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $188 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Morrill Mansion Inn | 6 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $176 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Morrill Mansion Inn | 5 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $209 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Morrill Mansion Inn | 8 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $225 per night (USD)
VRBO
From $395 per night (USD)
VRBO
2 min walk to beach. New home in high end private beach community. Very walkable
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This coastal, high end farmhouse in a private waterfront community is newly constructed and boasts an elegant yet casual ...
From $395 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Morrill Mansion Inn | 4 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Morrill Mansion Inn! This 1800's era townhouse has been meticulously restored to its original Italianate ...
From $181 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Morrill Mansion | 3 | Self Check In | Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome! This 1800's era townhouse has been meticulously restored to its original Italianate elegance. Formerly the Morr ...
From $270 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! ROOM 2: In this room you can relax on the couch with a book or snuggle up in bed to watch ...
From $184 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! ROOM 1: This north east corner room gets plenty of morning light through its beautiful ba ...
From $182 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Historic Condo w/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Morning on the Atlantic Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $229 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Walk to Old Port ♦ West End Condo ♦ Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Renovated building with old school charm (100 year old pumpkin pine floors) and updated amenities. Features include: ra ...
From $270 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Rosemont 1st Fl: 2BR: Sunny Spacious Convenient
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 $127 per night (USD)
VRBO
From $1929 per night (USD)
VRBO
Stunning home w/private beach and hot tub. Sleeps 12. 9 mins to DT Portland.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
IMPORTANT: PLEASE NOTE that the VRBO site is presently having technical challenges and is not quoting our reservations ...
From $1929 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Stylish walk-in private one bedroom apt
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy downtown Portland one bedroom walk in apt next to Maine Medical Center, Sea dogs stadium, Portland Expo, and Deeri ...
From $200 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Charming 2-Bedroom Back Cove Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your perfect retreat in Portland! Discover the essence of Portland, Maine, at our enchanting getaway in Back ...
From $553 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Inn at Parkspring 5 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $238 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Inn at Parkspring 4 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $236 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Inn at Park Spring 3 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $278 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Inn at Park Spring 2 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $260 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Inn at Park Spring 1 - Self Check In - Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, Location, Location! Welcome to The Inn at Park Spring! Formerly the Park Spring Bed & Breakfast, we dropped th ...
From $247 per night (USD)
VRBO
From $616 per night (USD)
VRBO
Spacious Central Beautiful Apt: 4 Bedrooms, 5 Beds & 2 free parking.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We believe you should enjoy your vacation location outdoors as well as indoors. This building is historic in west baysid ...
From $616 per night (USD)
VRBO
From $605 per night (USD)
VRBO
BIG First floor 3 bedroom in the East End, close to ocean, parks, and downtown.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Live like a native! Comfortable and sunny first floor 3 bedroom apartment is at the top of Munjoy Hill, walking distanc ...
From $605 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Lovely 1 bedroom rental in Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This impeccably renovated space, on Portland peninsula, by Maine Medical is available as a furnished, month to month ren ...
From $100 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Charming 110-year former Inn 10' from the Ocean!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This is the Extremely rare. "On the Beach" Beach house. Over 100 years old. This charming Old Ocean Front Inn was conver ...
From $594 per night (USD)
VRBO
From $681 per night (USD)
VRBO
OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
WILLARD BEACH VACATION HOME. 150 yards to Willard Beach, 8 mins to downtown Portland, Walk to fantastic restaurants/foo ...
From $681 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Oceanview, Handicap Friendly, Dogs & Babies Welcome. Watch the Seashore parade!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cagasa Cottage is a friendly place originally designed for an inter-generational family with mobility issues and a dog. ...
From $528 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Fully Furnished Executive/Garden Apartment In Falmouth, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bright and sunny one bedroom, one bathroom apartment with ample parking located in a beautiful garden setting. The Apar ...
From $174 per night (USD)
VRBO
From $242 per night (USD)
Expedia
West End Apartment next to Longfellow Boutique Hotel
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
3rd-Floor Apartment at 762 Congress Street, Portland, Maine Overview This third-floor apartment is located at 762 Congr ...
From $242 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Oceanside escape 🌊 perfect family getaway!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Family home nestled in a quiet oceanside neighborhood 2.5 miles from downtown Portland and 1 mile from Mackworth Island ...
From $208 per night (USD)
VRBO
From $290 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 $290 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Comfortable cottage style home. Family friendly. Sleeps six.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Comfortable family friendly home that will sleep 6 with Infant pak and play & crib. All three bedrooms with baths, a qua ...
From $404 per night (USD)
VRBO
From $407 per night (USD)
VRBO
OCEAN VIEWS! WILLARD BEACH Cottage~2 min walk to beach, 9 mins to Old Port.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Please NOTE: The VRBO site is stating that we are "Sold Out" but it is incorrect. Please inquire and also please reque ...
From $407 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Perfect Vacation Cottage, Filled with Sunshine and Laughter.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We are already dreaming about SUMMER 2023 and will begin accepting reservations after JANUARY 1, 2023. We look forward t ...
From $409 per night (USD)
VRBO
From $277 per night (USD)
VRBO
East end. Walk to food, beer and downtown fun.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Please enjoy my accurate description so that you know what to expect. This place is perfect to arrive to Portland, dump ...
From $277 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Skyline 138: Charming West End Mansard Penthouse
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Skyline 138! Experience the fusion of old world charm and modern comfort in this top floor apartment, nestled ...
From $290 per night (USD)
Expedia
From $657 per night (USD)
VRBO
Refurbished Brick, Waterfront Home on Cushing's Island.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
'The Jail' on Cushing's Island - a WWII, refurbished military jailhouse located on the eastern side of Cushing's Island, ...
From $657 per night (USD)
VRBO
From $778 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 $778 per night (USD)
Expedia
From $528 per night (USD)
VRBO
ENCHANTING 2BR Cottage right ON The Ocean
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
An absolutely enchanting 2 BR cottage right on the ocean. Can sleep 7. Lovely swimmable Beach. 2 fireplaces, Jacuzzi tu ...
From $528 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Seaside Retreat in Cape Elizabeth. Walk to 2 Beaches, restaurants + coffee shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This unique place has a style all its own. Coastal Farmhouse vibes throughout this second floor unit that has been compl ...
From $158 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Coveted Cape Cottage home with open ocean view, and steps to private sandy beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy beautiful Fall on the coast of Maine. Imagine yourself on your own private screened-in porch watching the lobster ...
From $346 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Updated Long Island Maine Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax on Long Island Maine, With three bedrooms - a queen bed, a full bed, and two twin beds and a daybed on the first ...
From $304 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Portland Home.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a beautiful two bedroom for kitchen with a washer dryer in the unit in law apartment. Has two private entrances ...
Click For Pricing
VRBO
From $189 per night (USD)
VRBO
Skolfield Inn | Parking | Self-check-in | Garden 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Skolfield Inn! ROOM 3: Overlooking the gardens, this room sits in the back of the home and gets great af ...
From $189 per night (USD)
VRBO
From $285 per night (USD)
VRBO
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)
VRBO
From $358 per night (USD)
Expedia
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfect for a romantic getaway, a solo adventure, or business trip, this gorgeous new apartment has it all. Urban chic a ...
From $358 per night (USD)
Expedia
From $859 per night (USD)
VRBO
Free St Apt D · New Luxury Apt/Arts Dist/Sleeps8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stylish getaway is perfect for group/family trips and events. In the heart of the Arts District in Portland, across ...
From $859 per night (USD)
VRBO
From $945 per night (USD)
VRBO
Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $945 per night (USD)
VRBO
From $598 per night (USD)
VRBO
2 Family Ready Rooms | Pet-Friendly Stay, Walking Distance to Museum of Art
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $598 per night (USD)
VRBO
From $1260 per night (USD)
VRBO
4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $1260 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Pet-Friendly Stay | 2 Units | Close to Victoria Mansion & Lighthouse!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $598 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Adorable, Bright and By the Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Adorable, clean, and updated home with 4 spacious bedrooms! Walking distance to Mackworth Island, and a stone’s throw to ...
From $614 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Historic Island Cottage, 5BR
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Spacious Victorian cottage built in 1885 by celebrated architect John Calvin Stevens, located on Little Diamond Island, ...
From $401 per night (USD)
VRBO
From $815 per night (USD)
VRBO
Spacious Portland Home: Walk Downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience coastal city living like a local with a stay at this 3-bedroom, 2.5-bath vacation rental in Portland, Maine. ...
From $815 per night (USD)
VRBO
From $767 per night (USD)
VRBO
Island Cottage, Portland, ME, Sleeps 6-8, Walk to ferry, beach, restaurants.
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Island living close to the city of Portland by ferry. This cottage is perfect for enjoying city life as well as a relax ...
From $767 per night (USD)
VRBO
From $662 per night (USD)
Expedia
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 $662 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Charming 2-Story Cottage with Hot Tub, Near Downtown and Back Cove.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming private guest cottage at the back of a beautiful property in the fantastic Oakdale neighborhood of Portland. Op ...
From $320 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Spacious 3 BR in Portland's Libbytown!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
About this space Guests can expect to enjoy this meticulous, and spacious, apartment during your time in Portland. Plent ...
From $517 per night (USD)
Expedia
Click For Pricing
VRBO
Welcome to Your Portland Haven: A Charming & Bright 2BR Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the heart of Portland's vibrant landscape, our sun-drenched 2 bedroom, 2 bathroom apartment promises a blend ...
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VRBO
From $1221 per night (USD)
Expedia
WestEnd Large Penthouse walk to Old Port w/Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: This large and open space is the perfect home base for a group visit to Portland. 10 minute walk to Old Port w ...
From $1221 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Romantic apt:West End +parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Historic space with treetop views and 10 minute walk to old port. 2-car parking included in ideal West End loca ...
From $309 per night (USD)
VRBO
From $758 per night (USD)
VRBO
WILLARD BEACH OASIS - steps from the beach and minutes to Portland!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Just steps to Willard Beach — Spacious, Sunny, and Full of Charm Welcome to your perfect beach getaway! This spacious f ...
From $758 per night (USD)
VRBO
From $582 per night (USD)
VRBO
Evergreen cottage 5' from the water with private beach.
Bedrooms:
1
Bathrooms:
5
Sleeps:
6
The cottage is situated on a bluff 5' from the water at high tide. 270 degree ocean views. Listen to the waves and bell ...
From $582 per night (USD)
VRBO
From $1059 per night (USD)
VRBO
“The Beach House” Peaks Island Oceanfront Cottage
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
State of ME License Registration #STHR0068342025 The Beach House is an open concept design with 180 degree views of the ...
From $1059 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Knock on Wood | Airy Charm in Heart of Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Knock on Wood! Welcome to your spacious, graciously appointed, 1,300 sqft apartment in Portland’s charming downtown hist ...
From $415 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy ocean views and the beach right outside the front door. Willard Beach is a great sandy beach w/clear water for sw ...
From $589 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy ocean views and the beach right outside your door. Willard Beach is a great sandy beach w/clear water for swimmi ...
From $589 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just a 5-minute drive from downtown Portland, this bright and comfortable third-floor apartment offers a convenient home ...
From $273 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Garden Gem ★ 5 Min to Old Port ★ Spacious
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just five minutes from downtown Portland, this inviting two-bedroom apartment offers a stylish, convenient retreat for s ...
From $280 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Spacious 2BR Apartment in Historic West End!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your West End home away from home! This spacious 2 bedroom apartment offers a fresh spot for your next Portla ...
From $437 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Best Ocean View In Portland!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Have you dreamt of waking up every day to the sights, scents, and sounds of the ocean? This 1-bedroom, 1-bathroom apartm ...
From $604 per night (USD)
VRBO
From $403 per night (USD)
Expedia
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 $403 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cumberland Casa - A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $188 per night (USD)
VRBO
From $626 per night (USD)
Expedia
New Ocean-front, Peaks Island, Portland home, Beaches,
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Wonderful Ocean-front location w/ broad, breathtaking views from every room. Well appointed ,furnished, 1100 sf. year ro ...
From $626 per night (USD)
Expedia
From $256 per night (USD)
VRBO
So. Po. Sweet Spot
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This sunny private apartment is located on the second floor of an owner occupied two unit building. Location, location ...
From $256 per night (USD)
VRBO
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Expedia
Cozy Second Floor Apartment, On Back Cove.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It's located in Back Cove. It's very nice, quiet, and safe neighborhood. Yet, it's just few miles from downtown. There i ...
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Expedia

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