Portland, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Portland, Maine on RentalSaver.com!

Portland Rentals

From $412 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 $412 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Charming Peaks Island Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
City of Portland license # STHR 000153 2021 Located in a quiet island neighborhood, this one bedroom, open concept cott ...
From $241 per night (USD)
VRBO
From $1210 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 $1210 per night (USD)
VRBO
From $409 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 $409 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Portland Back Cove Hideaway-1 BR- With Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take ...
From $171 per night (USD)
VRBO
From $155 per night (USD)
VRBO
Petit Pad Atop Munjoy Hill+Steps to Eastern Prom!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Our space is small yet cozy. Tiny living at its best. It's bright with many windows lending a glimpse of Casco ...
From $155 per night (USD)
VRBO
From $520 per night (USD)
VRBO
East End Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated in 2023! The East End guesthouse is a stylish 1 bedroom apartment located parkside directly at the top ...
From $520 per night (USD)
VRBO
From $450 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 $450 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Newly Renovated, Classy, and Elegant!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bright and airy, spacious apartment just minutes from downtown! Bright colors, perfect for couples, small families, retr ...
From $777 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Green Goddess - Single family - Munjoy Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Our newly restored, single-family home mixes Victorian architecture with vintage furnishings, local artworks, and modern ...
From $230 per night (USD)
Expedia
From $322 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 on the second floor. A sleeping loft with 1 queen bed wit ...
From $322 per night (USD)
VRBO
From $280 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 $280 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Pet-Friendly Accommodation Perfect for Portland Family Adventures, 2 Rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $204 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Central Room in Portland | Couple Stay w/ Complimentary Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 215 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $104 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Spacious Queen Suite, La Quinta, Shuttle Service, Minutes to The Arts District
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $112 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Peaceful Stay | Minutes from Downtown Excitement
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $112 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Elegant King Suite, La Quinta Portland, Downtown Proximity, Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $104 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Portland Stay with Easy Access to Arts District & Complimentary Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 301 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $104 per night (USD)
VRBO
From $104 per night (USD)
VRBO
Queen Comfort Room, La Quinta Wyndham, Breakfast Included, Close to Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This listing is for a room within a hotel. ✦ Your room is 215 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $104 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Downtown Portland Escape, 2 Queen Beds, La Quinta, 2 Family Ready Rooms
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $204 per night (USD)
VRBO
From $177 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 $177 per night (USD)
VRBO
From $417 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 $417 per night (USD)
Expedia
From $3044 per night (USD)
VRBO
Charming Historic Estate | In-town location
Bedrooms:
4
Bathrooms:
8
Sleeps:
16
Summary: Welcome to your home base in coastal Maine—an elegantly restored historic property just steps from Portland’s ...
From $3044 per night (USD)
VRBO
From $132 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 $132 per night (USD)
VRBO
From $311 per night (USD)
VRBO
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 $311 per night (USD)
VRBO
From $294 per night (USD)
Expedia
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 third floor open-concept apartment as your home base! Located ...
From $294 per night (USD)
Expedia
From $1046 per night (USD)
VRBO
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 $1046 per night (USD)
VRBO
From $149 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 $149 per night (USD)
VRBO
From $2431 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 $2431 per night (USD)
VRBO
From $197 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 $197 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Oceanfront Property on Backshore of Peaks Island, Maine, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
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 $574 per night (USD)
VRBO
From $1033 per night (USD)
Expedia
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Spacious Cozy 4 bedroom, 2 bath Back Cove 2nd floor condo in a lovely Portland neighborhood. Great for groups and famili ...
From $1033 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Sweet Thing Summary:
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: A charming, simple retreat ideal for those looking to unplug and escape. Both of the two bedrooms overlook Diam ...
From $396 per night (USD)
VRBO
Click For Pricing
Expedia
RubySayl Summary:<br>Sim
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Simple and sweet Peaks Island home with many recent updates! Welcome to RubySayl. This cute home is perfect for ...
Click For Pricing
Expedia
From $427 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 $427 per night (USD)
VRBO
From $778 per night (USD)
VRBO
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 ...
From $778 per night (USD)
VRBO
From $641 per night (USD)
VRBO
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 $641 per night (USD)
VRBO
From $513 per night (USD)
Expedia
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 $513 per night (USD)
Expedia
From $382 per night (USD)
VRBO
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 $382 per night (USD)
VRBO
From $714 per night (USD)
Expedia
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 $714 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Centrally located within Portland's charming Munjoy Hill neighborhood, your home away from home is only a 5 minute walk ...
From $314 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Bright Charming Victorian Close to Everything!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
35 E Kidder street is a turn of the century classic. It has historical charm matched with modern amenities. This unique ...
From $418 per night (USD)
VRBO
Click For Pricing
VRBO
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
An elegant, sunny, first floor townhouse apartment on one of Portland's most beautiful, historic streets. With excellent ...
Click For Pricing
VRBO
From $598 per night (USD)
Expedia
The 87th Townhome - Local Landmark
Bedrooms:
1
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 $598 per night (USD)
Expedia
From $1205 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 $1205 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Winter rental - Bright and charming townhome atop Munjoy Hill. 11/1/25- 5/31/26
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This delightful two-story property offers two comfortable bedrooms with queen beds, a freshly updated bathroom with a ba ...
From $244 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Coastal Island Retreat in Diamond Cove, Casco Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream retreat on Diamond Cove, a captivating island oasis just a short ferry ride from Portland, Maine. ...
From $480 per night (USD)
VRBO
From $225 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 $225 per night (USD)
VRBO
From $205 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 $205 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Nesting Haven: Your Cozy Escape
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Summary: A comfortable one-bedroom apartment in a prime Portland location, perfect for extended stays. Close to hospita ...
From $105 per night (USD)
Expedia
From $583 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 $583 per night (USD)
VRBO
From $279 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 $279 per night (USD)
VRBO
From $278 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 $278 per night (USD)
VRBO
From $439 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 $439 per night (USD)
Expedia
From $1041 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 $1041 per night (USD)
VRBO
From $379 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 $379 per night (USD)
VRBO
From $417 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 $417 per night (USD)
VRBO
From $1150 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 $1150 per night (USD)
VRBO
From $716 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 $716 per night (USD)
VRBO
From $696 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 $696 per night (USD)
Expedia
From $699 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 $699 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $260 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 $260 per night (USD)
VRBO
From $190 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 $190 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Perfect Vacation Cottage, Filled with Sunshine and Laughter.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We are already dreaming about SUMMER 2027 and will begin accepting reservations after JANUARY 1, 2027. We look forward t ...
From $498 per night (USD)
VRBO
From $439 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 $439 per night (USD)
Expedia
From $278 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 $278 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $463 per night (USD)
VRBO
5 Star Back Cove Apartment with water view!
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 $463 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
Superb Location! Heart of Old Port-Spacious Apartment
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 $1040 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Convenient Portland home 3 miles from Downtown
Bedrooms:
1
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 $513 per night (USD)
VRBO
From $659 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 $659 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Ocean View East End Studio in a Historic Victorian
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This bright second-floor studio offers a comfortable and well-located stay in Portland’s East End, with water views righ ...
From $464 per night (USD)
VRBO
From $337 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 $337 per night (USD)
Expedia
From $299 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 $299 per night (USD)
VRBO
From $367 per night (USD)
Expedia
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 $367 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Historic Brick Apartment | Parking + Prime Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Stay in the historic 1849 Charles P. Ingraham Sea Captain’s Mansion, located on beautiful tree-lined Park Stree ...
From $678 per night (USD)
VRBO
From $500 per night (USD)
Expedia
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 $500 per night (USD)
Expedia
From $651 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 $651 per night (USD)
VRBO
From $403 per night (USD)
Expedia
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 $403 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Charming Old Port 2BR, Steps to Waterfront
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your stay in the heart of Portland’s historic Old Port, where cobblestone streets, the working waterfront, ac ...
From $435 per night (USD)
VRBO
From $654 per night (USD)
VRBO
Waterfront with private beach.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cape cod style house built in 1990. Panoramic views of Casco Bay Islands. Main level consist of a living room dining ro ...
From $654 per night (USD)
VRBO
From $909 per night (USD)
VRBO
Beautiful, single story ranch. Next to city park with ocean view!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful 3BR, 2.5 bath house is located on Casco Bay in Portland, ME. The 3rd bedroom is located in the finished b ...
From $909 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
KEY FEATURES: ☀ Sleeps 4; 2 bedrooms, 1 king, 1 queen ☀ 1 Bathroom; full with combo shower/tub ☀ Modern and well-equipp ...
From $329 per night (USD)
VRBO
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VRBO
Sea Glass - Peaks Island Backshore oceanfront cottage with stunning views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
If you enjoy sunrises over the ocean, the sound of crashing waves and distant buoys, picnics on the rocks by the water’ ...
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VRBO
From $457 per night (USD)
Expedia
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in a historical building situated in the middle of one of Portland's most beautiful blocks. Despite the quiet, leaf ...
From $457 per night (USD)
Expedia
From $115 per night (USD)
VRBO
The Cascade Crib: Portland Vibes, Homey Feel
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: A bright, fully furnished two-bedroom apartment designed for extended stays. Conveniently located within walki ...
From $115 per night (USD)
VRBO
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Expedia
Cozy & Chic Apartment 2BR 1.5BA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: A comfortable two-bedroom, one-and-a-half-bath apartment in a quiet neighborhood close to hospitals, schools, ...
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Expedia
From $812 per night (USD)
VRBO
Luxurious island home on the water, 30 minute ferry ride from Portland Maine
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A Gem of Solitude and The Enchantment of Diamond Cove Island, Maine If you live in a world of running around to the nex ...
From $812 per night (USD)
VRBO
From $96 per night (USD)
Expedia
The Portland Perch – Ideal for Extended Stays!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Enjoy a comfortable, fully equipped one-bedroom home designed for extended stays. Located in a walkable neighb ...
From $96 per night (USD)
Expedia
From $720 per night (USD)
VRBO
A Spacious and Charming Island Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This private end-unit townhome on Great Diamond Island offers a peaceful retreat with front and back porches. The open-c ...
From $720 per night (USD)
VRBO
From $849 per night (USD)
Expedia
Spacious Historic Home on Diamond Cove
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The great room features a large fireplaces creating a warm and inviting space. The first floor offers a modern kitchen, ...
From $849 per night (USD)
Expedia
From $166 per night (USD)
VRBO
Large 1 bed w/ private deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A sweet, large 2 story 1 bedroom unit in a quiet, suburban setting. 1 of 3 units in a converted farmhouse this unit is s ...
From $166 per night (USD)
VRBO
From $996 per night (USD)
Expedia
Harborview - Curated East End Escape w/ Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This hom ...
From $996 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Chic and Historic West Ender
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
HGTV style historic rebuild with decor to match. A quiet second floor unit in this historic 4 unit building and just a s ...
From $257 per night (USD)
VRBO
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VRBO
One Bedroom Loft in Portland's Historic Old Port
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Immerse yourself in the culture of the Old Port at your luxury loft hosted by The Docent’s Collection. Enjoy this spacio ...
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VRBO
From $425 per night (USD)
VRBO
Beautiful NEW apt on top of Munjoy Hill with private deck and private parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WALKING DISTANCE TO EVERYTHING: WATER! TOWN! ISLAND AND SUNSET VIEWS! AWARD WINNING RESTAURANTS! TRENDY BARS, BREWERIES, ...
From $425 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Wall St. Retreat: Family-Ready Portland Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy comfort and convenience at the Wall St. Retreat, a modern 3BR home in Portland’s quiet and central Riverton neighb ...
From $431 per night (USD)
VRBO
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VRBO
The Boat Berth on Peaks Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Feels like you have set sail-small bedroom with a balcony from the room in private home with adjacent bath. Steps from o ...
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VRBO
$Beautiful Back Cove Area/ \Maine the Way Life Should Be\$
From $234 per night (USD)
Expedia
Beautiful Back Cove Area/ \"Maine the Way Life Should Be\"
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
.*PLEASE READ ENTIRE DESCRIPTION* Back Cove a beautiful area with an ocean inlet has a 3.5 mile bike & walking path. ...
From $234 per night (USD)
Expedia

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