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From $549 per night (USD)
VRBO
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 $549 per night (USD)
VRBO
From $200 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 $200 per night (USD)
Expedia
From $878 per night (USD)
VRBO
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our Greek Revival home, built in 1875, combines beautiful historic details with modern updates to create a cozy and ecle ...
From $878 per night (USD)
VRBO
From $496 per night (USD)
Expedia
2-room downtown home
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A great experience starts with a wonderful location. This 2 Bedroom Apartment Style Residence features a full kitchen, d ...
From $496 per night (USD)
Expedia
From $1008 per night (USD)
VRBO
Downtown Penthouse Suite - Stunning Harbor Views
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 $1008 per night (USD)
VRBO
From $859 per night (USD)
Expedia
Penthouse Two Master Waterfront Suite with Rooftop
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 $859 per night (USD)
Expedia
From $687 per night (USD)
VRBO
Distinguished classic coastal home overlooks Casco Bay and Maine’s rocky shore!
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Classic colonial overlooking Casco Bay and Maine’s rocky shore. This beautiful coastal home is located at the highest po ...
From $687 per night (USD)
VRBO
From $948 per night (USD)
Expedia
Waterfront Two Master Suite Penthouse with Rooftop
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 $948 per night (USD)
Expedia
From $837 per night (USD)
VRBO
Old Port Penthouse Suite - Amazing Harbor Views
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 $837 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Sweet Island Cottage- 3 minute walk to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
To See It is to Love It! A sweet island cottage with everything you need for a home away from home. Private bedroom with ...
From $265 per night (USD)
Expedia
From $567 per night (USD)
VRBO
Modern West End 2 Bedroom Apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
You will not be disappointed in this Modern 2 bedroom apartment walk-in 1st floor unit able to comfortably accommodate ...
From $567 per night (USD)
VRBO
From $464 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
3 bdrm 1800 sq ft apt with hot tub and private 2nd floor deck
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Newly remodled, stylish whole second floor with 6 person hot tub and private deck with gas grill. Sunny, hardwood throug ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Modern West End Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated located in the h ...
Click For Pricing
Expedia
From $441 per night (USD)
VRBO
The Globe House on Munjoy Hill - Walk to Breweries
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A fun, modern, cozy apartment sitting on top of Munjoy Hill on North Street. Enjoy some of the best views in the city fa ...
From $441 per night (USD)
VRBO
Click For Pricing
Expedia
Historic Bakery House on Great Diamond Island with Lots of Charm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The historic Bakery is a freestanding one level 3 bedroom, 2 bath home with lots of charm. Large open floor plan in livi ...
Click For Pricing
Expedia
$LIVE LIKE A LOCAL \/\/ HIP & HISTORIC OLD PORT CHARM$
From $157 per night (USD)
VRBO
LIVE LIKE A LOCAL \/\/ HIP & HISTORIC OLD PORT CHARM
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Live like a local! Be in the middle of everything with award winning restaurants, bakeries, coffee shops, breweries, ind ...
From $157 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Brand New 2 Bedroom Apartment in Heart of West End
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come and enjoy this fully remodeled 2 bedroom apartment located on the first floor of a historic brownstone row house in ...
From $540 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Private setting for a couple-just two people in the whole house!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Glorious Long Island Maine! Quiet, peaceful, friendly neighbors. Looking for a place to relax and rekindle your romanc ...
From $420 per night (USD)
VRBO
$Eastbayside\/Munjoy - Charming Downtown Escape$
From $520 per night (USD)
Expedia
Eastbayside\/Munjoy - Charming Downtown Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walking distance to restaurants, craft breweries, and historic sites, this East Bayside condo will make the ideal home b ...
From $520 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Back Cove Views
Bedrooms:
1
Bathrooms:
3
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 $396 per night (USD)
VRBO
From $600 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 $600 per night (USD)
Expedia
From $398 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 $398 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $166 per night (USD)
Expedia
Willard Beach, Cancellation - Two Bedroom Cottage Home availabe for 2025 season
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 $166 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Executive Falmouth Waterfront Home on the Presumpscot River
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This tastefully renovated single family Waterfront Home is ready for your immediate weekly or monthly stay. Designed to ...
From $801 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Adorable Portland getaway on the Eastern Promenade
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Lovely third-floor apartment on the East End, just steps from the glorious Eastern Promenade! Cozy and cute, this adora ...
From $277 per night (USD)
Expedia
From $379 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 $379 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Modern Guest House + garden patio on Munjoy Hill
Bedrooms:
2
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 $483 per night (USD)
Expedia
$Designer decorated in an amazing central location w\/rooftop deck!$
From $2849 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 $2849 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 $1152 per night (USD)
VRBO
Historic Officer's Quarters House on Great Diamond Island Near Beaches
Bedrooms:
4
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 $1152 per night (USD)
VRBO
From $609 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 $609 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 $397 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 $397 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 $408 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 $408 per night (USD)
Expedia
From $893 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 $893 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Glorious getaway on Portland's Eastern Promenade.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on ...
From $304 per night (USD)
Expedia
From $249 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 $249 per night (USD)
VRBO
From $683 per night (USD)
Expedia
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 $683 per night (USD)
Expedia
From $390 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 $390 per night (USD)
VRBO
From $503 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 $503 per night (USD)
Expedia
From $362 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 $362 per night (USD)
VRBO
From $323 per night (USD)
Expedia
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 $323 per night (USD)
Expedia
From $421 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 $421 per night (USD)
VRBO
From $537 per night (USD)
Expedia
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 $537 per night (USD)
Expedia
From $1206 per night (USD)
VRBO
Amazing ocean views! High end beach house meets farmhouse. 1 min walk to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This coastal, high end farmhouse in a private waterfront community is newly constructed and boasts an elegant yet casual ...
From $1206 per night (USD)
VRBO
From $452 per night (USD)
Expedia
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 $452 per night (USD)
Expedia
From $527 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 $527 per night (USD)
VRBO
From $344 per night (USD)
Expedia
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 $344 per night (USD)
Expedia
From $316 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 $316 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet 2 bedroom townhouse steps away from all the good places in town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unique place offers kitchen on the first floor, living room and bathroom on the second floor and two bedrooms on t ...
Click For Pricing
Expedia
$Historic Condo w\/ Casco Bay Views, Fireplace, WiFi & 2 Bikes - Walk Everywhere$
From $382 per night (USD)
VRBO
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 $382 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Sunset Landing 286 Oceanfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Sunset Landing Villa #286. Long Island, Maine Waterfront! Say no more, this is paradise. This is Casco Bay's best kept s ...
From $315 per night (USD)
Expedia
From $334 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 $334 per night (USD)
VRBO
From $142 per night (USD)
Expedia
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 $142 per night (USD)
Expedia
$Stunning home w\/private beach and hot tub. Sleeps 12. 9 mins to DT Portland.$
From $1929 per night (USD)
VRBO
Stunning home w\/private beach and hot tub. Sleeps 12. 9 mins to DT Portland.
Bedrooms:
4
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 $544 per night (USD)
Expedia
Mid century modern with 650 sq ft living room and 350 sq ft master bedroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Plenty of room for central gatherings in the 650 sq ft living room with ample room in several rooms for extra auto infla ...
From $544 per night (USD)
Expedia
From $481 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 $481 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Inn at Park Spring 6 - Private entrance - 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 $383 per night (USD)
Expedia
From $421 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 $421 per night (USD)
VRBO
From $396 per night (USD)
Expedia
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 $396 per night (USD)
Expedia
From $377 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 $377 per night (USD)
VRBO
From $468 per night (USD)
Expedia
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 $468 per night (USD)
Expedia
From $410 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 $410 per night (USD)
VRBO
From $755 per night (USD)
Expedia
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 $755 per night (USD)
Expedia
From $620 per night (USD)
VRBO
BIG First floor 3 bedroom in the East End, close to ocean, parks, and downtown.
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Live like a native! Comfortable and sunny first floor 3 bedroom apartment is at the top of Munjoy Hill, walking distanc ...
From $620 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Willard Beach Bungalow
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy nights on the back patio grilling, sitting around the dining table that seats 6, watching movies with the large co ...
From $204 per night (USD)
Expedia
From $330 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 $330 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Charming 110-year former Inn 10' from the Ocean!
Bedrooms:
2
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 $382 per night (USD)
Expedia
From $1352 per night (USD)
VRBO
OCEAN VIEWS, Rooftop Deck, HOT TUB, new back deck! 3-min walk to Willard Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
WILLARD BEACH VACATION HOME. 150 yards to Willard Beach, 8 mins to downtown Portland, Walk to fantastic restaurants/foo ...
From $1352 per night (USD)
VRBO
From $535 per night (USD)
Expedia
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 $535 per night (USD)
Expedia
$Fully Furnished Executive\/Garden Apartment In Falmouth, Maine$
From $156 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 $156 per night (USD)
VRBO
From $232 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 $232 per night (USD)
Expedia
From $99 per night (USD)
VRBO
Beautiful 1 bedroom, furnished
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 $99 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Oceanside escape 🌊 perfect family getaway!
Bedrooms:
2
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 $504 per night (USD)
Expedia
From $490 per night (USD)
VRBO
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 $490 per night (USD)
VRBO
From $435 per night (USD)
Expedia
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 $435 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Comfortable cottage style home. Family friendly. Sleeps six.
Bedrooms:
4
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 $427 per night (USD)
VRBO
From $862 per night (USD)
Expedia
OCEAN VIEWS! WILLARD BEACH Cottage~2 min walk to beach, 9 mins to Old Port.
Bedrooms:
3
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 $862 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Perfect Vacation Cottage, Filled with Sunshine and Laughter.
Bedrooms:
2
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 $391 per night (USD)
VRBO
From $356 per night (USD)
Expedia
East end. Walk to food, beer and downtown fun.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Please enjoy my accurate description so that you know what to expect. This place is perfect to arrive to Portland, dump ...
From $356 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
East End Annex Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $303 per night (USD)
VRBO
From $777 per night (USD)
Expedia
Historic Brick Corner Apartment, off street parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Stay in the historic 1849 Charles P. Ingraham Sea Captain's Mansion. Located on beautiful Park St, just a 15 m ...
From $777 per night (USD)
Expedia
Click For Pricing
VRBO
Yurt on private island with beaches & epic views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This yurt is part of Fortland, a small luxury campground & event venue. Set within historic Fort Scammell on House Islan ...
Click For Pricing
VRBO
From $345 per night (USD)
Expedia
Charming Downtown Penthouse - The Cabana
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to Skyline 138! Experience the fusion of old world charm and modern comfort in this top floor apartment, nestled ...
From $345 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two Ensuite Historic Portland Charmer Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $505 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Historical & dog-friendly West End condo with parking - walk to all of Portland
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two Ensuite West End Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $536 per night (USD)
Expedia
From $677 per night (USD)
VRBO
Refurbished Brick, Waterfront Home on Cushing's Island.
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
'The Jail' on Cushing's Island - a WWII, refurbished military jailhouse located on the eastern side of Cushing's Island, ...
From $677 per night (USD)
VRBO
From $1032 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 $1032 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Newly renovated spacious 2 bed 1 bath apartment, great location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly Renovated first floor apartment in the Oakdale Neighborhood. Two queen bedrooms, one bedroom, eat in kitchen large ...
From $153 per night (USD)
VRBO
From $528 per night (USD)
Expedia
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)
Expedia
From $278 per night (USD)
VRBO
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 $278 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Coveted Cape Cottage home with open ocean view, and steps to private sandy beach
Bedrooms:
2
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)
Expedia
From $313 per night (USD)
VRBO
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 $313 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $203 per night (USD)
VRBO
Rare, Single-Family Home In Desirable Munjoy Hill Neighborhood Near To Ocean
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
10 Emerson St. is a lovingly restored 1870 New Englander located in the heart of the Munjoy Hill neighborhood and just 2 ...
From $203 per night (USD)
VRBO
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia

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