Portland Rentals
From $350 per night (USD)VRBO
The Dwelling Place Su
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to The Dwelling Place! Cute as a button Peaks Island cottage with plenty of space to dwell: large yard, ...
From $350 per night (USD)VRBO
From $271 per night (USD)VRBO
Cozy Comfort & Indoor Pool | Breakfast | 24h Fitness Center | Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
We are conveniently located across from Casco Bay Ferry Lines, you can easily explore the islands off the coast. Discove ...
From $271 per night (USD)VRBO
From $538 per night (USD)VRBO
Modern Amenities in Historic Area | 2 Units w/ Pool | Breakfast | 24h Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $538 per night (USD)VRBO
From $514 per night (USD)VRBO
Classic Comfort in the Heart of the City | 2 Units w/ Pool & Breakfast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $514 per night (USD)VRBO
From $530 per night (USD)VRBO
Portland's Best Accommodation w/ Breakfast, 24h Fitness Center & Indoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $530 per night (USD)VRBO
From $582 per night (USD)Expedia
Local Landmark! Gorgeous Historic Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This exceptional landmark property is your home away from home while visiting the Port City! The home is #46 on Greater ...
From $582 per night (USD)Expedia
From $433 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 $433 per night (USD)VRBO
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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 PricingExpedia
From $271 per night (USD)VRBO
Unwind & Relax: Waterfront Stay Near Old Port District, Pet-Friendly & Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
We are conveniently located across from Casco Bay Ferry Lines, you can easily explore the islands off the coast. Discove ...
From $271 per night (USD)VRBO
From $530 per night (USD)VRBO
2 Downtown Portland Hotel Units w/ Pool | Breakfast | 24h Gym & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $530 per night (USD)VRBO
From $509 per night (USD)VRBO
Amazing Location & Modern Comforts: Pool | Breakfast | 24h Gym | 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $509 per night (USD)VRBO
From $535 per night (USD)VRBO
Elegance by the Water with City Views | 2 Units w/ Pool & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Experience Portland’s charm, steps away from ferries, restaurants, and breweries This listing is for 2 separate rooms w ...
From $535 per night (USD)VRBO
From $715 per night (USD)VRBO
New Listing - Private Oceanfront Property on Peaks Island, Maine - Sleeps 8
- Bedrooms:
- 2
- 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 $715 per night (USD)VRBO
Click For PricingExpedia
Downtown 2 Floors Waterviews Off-Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Be the first to stay in this newly renovated 4BR, 2BA apartment just 3 blocks from Casco Bay, available starting July 7. ...
Click For PricingExpedia
From $330 per night (USD)VRBO
Back Cove Retreat-FREE Parking 5 min to Old Port!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this adorable 2-bedroom retreat. Conveniently located close to downtown this peaceful house off ...
From $330 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 $239 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 $239 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $2212 per night (USD)VRBO
TOP-FLOOR PENTHOUSE at Hobson's Landing. Sweeping views of Portland's Harbor.
- Bedrooms:
- 2
- 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)VRBO
From $263 per night (USD)VRBO
Cozy, Quiet and Convenient
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This Portland house boasts 1 inviting bedroom with 1 king bed. A sleeping loft with 1 queen bed, and 1 futon with no do ...
From $263 per night (USD)VRBO
From $450 per night (USD)VRBO
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 $450 per night (USD)VRBO
From $553 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 $553 per night (USD)VRBO
From $1350 per night (USD)VRBO
West End Chic - Chef's Kitchen, Pool Table, W/D
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
West End Chic is a Bright, Spacious Home with Unique Touches & Family-Friendly Fun! ***Please Read Full Property Descr ...
From $1350 per night (USD)VRBO
From $116 per night (USD)VRBO
Portland, Maine has been named the country’s “coziest” city. Come find out why.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Portland, Maine has just been named the country’s “coziest” city. It certainly is friendly and fun and a foodie haven. ...
From $116 per night (USD)VRBO
From $191 per night (USD)VRBO
Studio Apartment near downtown Walkable!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A simple, clean, no thrills studio in an up & coming in-town Portland neighborhood! A 5 min walk to the Arts District & ...
From $191 per night (USD)VRBO
From $290 per night (USD)Expedia
Beautiful Apartment on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
City of Portland License Number: STHR-006186-2024 Stay at our stylish 3rd-floor apartment on the east end, a retreat in ...
From $290 per night (USD)Expedia
From $524 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 $524 per night (USD)VRBO
From $180 per night (USD)VRBO
Central Room in Portland | Couple Stay w/ Complimentary Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $180 per night (USD)VRBO
From $271 per night (USD)VRBO
Spacious Queen Suite, La Quinta, Shuttle Service, Minutes to The Arts District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $271 per night (USD)VRBO
From $271 per night (USD)VRBO
Peaceful Stay | Minutes from Downtown Excitement | Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $271 per night (USD)VRBO
From $180 per night (USD)VRBO
Elegant King Suite, La Quinta Portland, Downtown Proximity, Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $180 per night (USD)VRBO
From $180 per night (USD)VRBO
Portland Stay with Easy Access to Arts District & Complimentary Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $180 per night (USD)VRBO
From $180 per night (USD)VRBO
Queen Comfort Room, La Quinta Wyndham, Breakfast Included, Close to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Minutes away from East End Beach, our stylish resort guarantees guests contemporary comfort and convenience. This modish ...
From $180 per night (USD)VRBO
From $524 per night (USD)VRBO
Downtown Portland Escape, 2 Queen Beds, La Quinta, 2 Family Ready 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 $524 per night (USD)VRBO
From $2685 per night (USD)VRBO
Large Historic Downtown Gathering House w/Pvt Yard & Event Barn - Groups/Reunion
- Bedrooms:
- 4
- Bathrooms:
- 10
- Sleeps:
- 18
Summary: Experience Portland's rich architectural history staying in the exquisitely restored c.1800 Thomas Delano house ...
From $2685 per night (USD)VRBO
From $217 per night (USD)Expedia
Luxury Two Bedroom in historic mansion on stately Park St in Portland's West End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Rentals are for a minimum one month (30 days), though, of course, you don’t actually have to be there for all 30 days. I ...
From $217 per night (USD)Expedia
From $301 per night (USD)VRBO
Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the heart of Portland for direct access to its rich history and vibrant culture. Enjoy the historic Old Port, fa ...
From $301 per night (USD)VRBO
From $331 per night (USD)Expedia
Spotless Victorian on William
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Spotless Victorian on William, a meticulously maintained apartment in one of Portland’s most charming in-town ...
From $331 per night (USD)Expedia
From $229 per night (USD)VRBO
Charming Studio apartment with WiFi, AC in welcoming Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy Portland's East End like a local with this stunning open-concept apartment as your home base! Located in the heart ...
From $229 per night (USD)VRBO
From $887 per night (USD)Expedia
Spacious 4-bedroom house located in the heart of Portland, ME.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Unwind in Portland at this delightful house. With 4 bedrooms including 1 king, 2 queen, and 1 twin bed, along with 3 bat ...
From $887 per night (USD)Expedia
From $495 per night (USD)VRBO
Luxurious 2BR Penthouse / Ocean Views / East End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this stunning 3rd-floor penthouse with breathtaking panoramic views of Casco Bay. With rare private parking an ...
From $495 per night (USD)VRBO
From $543 per night (USD)Expedia
NEW 1 BDR-Heart of Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This very quiet, recently fully renovated unit sits upon the highest point of Munjoy Hill/East End. It includes 1 bedro ...
From $543 per night (USD)Expedia
From $348 per night (USD)VRBO
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
An elegant, sunny, first floor townhouse apartment on one of Portland's most beautiful, historic streets. With excellent ...
From $348 per night (USD)VRBO
From $388 per night (USD)Expedia
Arundel-Turn of the century spacious classic summer home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Historic Cottage on Peaks Island. Set on a large, quiet lot with grand old oaks, this spacious 5 bedroom, 2 bath home ha ...
From $388 per night (USD)Expedia
From $429 per night (USD)VRBO
Port City Nest: Beautiful 2bd w/ Balcony & Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy an gem in "The Port City"! This is a spacious two-bedroom apartment offering vintage charm with cozy beds and ...
From $429 per night (USD)VRBO
From $441 per night (USD)Expedia
Beautiful West End Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
All the comforts of home- 3 bedrooms and beautiful kitchen to share with family or friends. Close to town and walking di ...
From $441 per night (USD)Expedia
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City & Water View - Charming 2-bedrooom AC, WiFi - walking distance to Old Port
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Available on the week of July 4th. We are flexible on dates, contact us if you have specifics that aren't allowed by th ...
Click For PricingVRBO
From $173 per night (USD)VRBO
Walk to Shops & Eats: Sleek Portland Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Pet Friendly w/ Fee | Near I-295 | Remote Workers Welcome Tucked in a quiet Portland, ME, neighborhood, this single-sto ...
From $173 per night (USD)VRBO
From $637 per night (USD)VRBO
Spacious Portland Home + Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Step into a piece of Portland history in this beautifully restored 3BR/2BA home, built in 1874 and updated with care ove ...
From $637 per night (USD)VRBO
From $692 per night (USD)Expedia
The 87th Townhome - Local Landmark
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay in historic elegance at 87 Pine Street, a charming landmark home in Portland’s sought-after West End. Enjoy spaciou ...
From $692 per night (USD)Expedia
From $1036 per night (USD)VRBO
Luxury Maine Living on Peaks Island at Water's Edge
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Water's Edge is a stunning newly built, 3 bedroom/3 bath modern home on Peaks Island Maine. Peaks is the closest islan ...
From $1036 per night (USD)VRBO
From $763 per night (USD)Expedia
New Listing! Family friendly home W/free parking! 5 min to Old Port.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to my art filled Home located in the East Deering neighborhood. With two comfortable queen size beds 1.5 bathroo ...
From $763 per night (USD)Expedia
From $469 per night (USD)VRBO
3-bedroom island Retreat on Peaks Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
STHR-006342-2024 Your Peaks Island retreat is waiting for you at this 3-bedroom, 2 bath house. With 2 queen beds and 1 f ...
From $469 per night (USD)VRBO
From $115 per night (USD)Expedia
Nesting Haven: Your Cozy Escape
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Ideally situated near hospitals and schools, this fully equipped apartment offers unbeatable convenience for both short ...
From $115 per night (USD)Expedia
From $393 per night (USD)VRBO
Charming waterfront 2-bedroom apartment on Peaks Island with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Peaks Island and downtown Portland are waiting for you at this fabulous 2-bedroom, waterfront, apartment on Peaks Island ...
From $393 per night (USD)VRBO
From $132 per night (USD)VRBO
Garden Suite A Peaceful Oasis on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious garden-level suite in an prime location, perfect for couples or solo travelers. Features tasteful art, contemp ...
From $132 per night (USD)VRBO
From $251 per night (USD)VRBO
Charming 1-bedroom apartment with AC, WiFi in excellent Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This prime space is located just steps from Maine Medical Center, the Western Promenade, and close to many restaurants, ...
From $251 per night (USD)VRBO
From $297 per night (USD)VRBO
Back Cove - Large Sunny 2 Bedroom Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bright, clean, first floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard a ...
From $297 per night (USD)VRBO
From $309 per night (USD)VRBO
Back Cove - Sunny 2nd Floor Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bright, clean, second floor 2 bedroom condo in upscale and safe Back Cove neighborhood, one block from Baxter Boulevard ...
From $309 per night (USD)VRBO
From $190 per night (USD)Expedia
Beautiful Ocean View Condo on Eastern Promenade
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to sunrise over Casco Bay in this historic home on Eastern Promenade! This one bedroom apartment with a comfort ...
From $190 per night (USD)Expedia
From $209 per night (USD)VRBO
Intown Wave | Modern Luxury in Downtown Portland
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A spacious and modern newly renovated space in the heart of the historic district! Experience luxury in the heart of dow ...
From $209 per night (USD)VRBO
From $368 per night (USD)VRBO
Downtown Old Port Mid-Term Stay - Perfect for Nurses and Professionals
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Constructed in 1875, our Greek Revival residence blends historical charm with modern updates. Ideal for nurses and profe ...
From $368 per night (USD)VRBO
From $772 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 $772 per night (USD)VRBO
From $383 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 $383 per night (USD)Expedia
From $1064 per night (USD)VRBO
Stunning Luxury Apt/Old Port Arts Dist/Sleeps8
- Bedrooms:
- 3
- 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 $1064 per night (USD)VRBO
From $1007 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 $1007 per night (USD)VRBO
From $496 per night (USD)VRBO
Stylish Stay | Savor Seafood & Explore Portland’s History!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $496 per night (USD)VRBO
From $672 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 $672 per night (USD)VRBO
From $469 per night (USD)VRBO
Brews, Art & Fun! Downtown Stay Right in the Heart of Portland!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $469 per night (USD)VRBO
From $1343 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 $1343 per night (USD)VRBO
From $672 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 $672 per night (USD)VRBO
From $469 per night (USD)Expedia
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $469 per night (USD)Expedia
From $705 per night (USD)VRBO
The Woodbury Cottage: An Oceanfront Maine Island Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Woodbury Cottage is the perfect place to unplug, unwind and relax! Located on Great Diamond Island, in Casco Bay off ...
From $705 per night (USD)VRBO
From $285 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 $285 per night (USD)VRBO
From $210 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 $210 per night (USD)VRBO
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 $654 per night (USD)VRBO
Wonderful Summer Cottage on Great Diamond Island
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful five-bedroom, two-bathroom, turn-of-the-century house is located on Great Diamond Island, in Casco Bay. ...
From $654 per night (USD)VRBO
Click For PricingExpedia
Charming Pet-friendly Portland Home Minutes from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our charming home in the heart of Portland, Maine! Located just 2 miles from the airport, 3 miles from downt ...
Click For PricingExpedia
From $1276 per night (USD)VRBO
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 $1276 per night (USD)VRBO
From $593 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 $593 per night (USD)VRBO
From $1060 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 $1060 per night (USD)VRBO
From $482 per night (USD)Expedia
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated historic 1891 home close to all Portland has to offer! Amenities include brand new beds with premium ...
From $482 per night (USD)Expedia
From $568 per night (USD)VRBO
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 $568 per night (USD)VRBO
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Historic home at a quiet location in the center w amazing back yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful row-house in heart of Portland's historic peninsula. You can easily walk to everything from here! Stay in the ...
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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 $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 $392 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 $392 per night (USD)VRBO
From $256 per night (USD)VRBO
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)VRBO
From $390 per night (USD)Expedia
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)Expedia
From $479 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 $479 per night (USD)VRBO
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Quiet 2 bedroom townhouse steps away from all the good places in town
- Bedrooms:
- 1
- 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 ...
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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 ...
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From $629 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 $629 per night (USD)Expedia
From $343 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 $343 per night (USD)VRBO
From $684 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 $684 per night (USD)Expedia
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Entire Home with Yard Close to it All
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3BR plus large Livingroom with pullout, 2BA, bar, workspace, washer/dryer, porch, yard, BBQ, fire pit, walkable to east ...
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From $146 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 $146 per night (USD)Expedia
From $703 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 $703 per night (USD)VRBO
From $462 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 $462 per night (USD)Expedia