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From $496 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 $496 per night (USD)
VRBO
From $511 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 $511 per night (USD)
Expedia
From $183 per night (USD)
VRBO
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 $183 per night (USD)
VRBO
From $569 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 $569 per night (USD)
Expedia
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 $147 per night (USD)
Expedia
Cute 2+ Bedroom Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cute 2+ Bedroom Cottage. A short walk from the Ferry. Sleeps 6. Full Kitchen for your convenience. Picnic Table and ...
From $147 per night (USD)
Expedia
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VRBO
Eclectic condo in charming West End
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Charming, eclectic condo in West End. Quiet and private. Host lives next door in separate quarters. Onsite parking. Baby ...
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VRBO
From $408 per night (USD)
Expedia
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious, elegant new construction, 1 BR apartment, includes full kitchen with washer/dryer, spa like bathroom with plus ...
From $408 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Grandma's Craftsmen
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Step back in time and enjoy the original features of this 1929 Craftsmen gem in the North Deering neighborhood. The hous ...
From $424 per night (USD)
VRBO
From $1126 per night (USD)
Expedia
Superb Location!! Heart of Old Port/Spacious Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Come explore the beautiful, historic and vibrant Old Port District when you stay at this stunning walk-up loft apartment ...
From $1126 per night (USD)
Expedia
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VRBO
Great space in arts district of Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Super budget friendly place in great location No frills Nothing fancy Modest space 2 futons Is less than a five minu ...
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VRBO
From $651 per night (USD)
Expedia
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 $651 per night (USD)
Expedia
From $313 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 $313 per night (USD)
VRBO
From $303 per night (USD)
Expedia
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)
Expedia
From $921 per night (USD)
VRBO
Historic Brick Corner Apartment, off street parking
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 $921 per night (USD)
VRBO
From $438 per night (USD)
Expedia
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 $438 per night (USD)
Expedia
From $447 per night (USD)
VRBO
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 $447 per night (USD)
VRBO
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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 ...
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Expedia
From $711 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 $711 per night (USD)
VRBO
From $482 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 $482 per night (USD)
Expedia
From $371 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 $371 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Beautiful Old Port Apt-Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This stylish high-end Portland apartment in the heart of historic Old Port is just a block from the waterfront and close ...
From $658 per night (USD)
Expedia
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VRBO
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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VRBO
From $356 per night (USD)
Expedia
Beautiful, historic apartment, close to everything!
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Newly, re-listed! This gem was off the market, but is now available! All the comforts of home- 3 bedrooms and beautiful ...
From $356 per night (USD)
Expedia
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VRBO
Spend the Summer in Portland - 4-5 weeks in Town!
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Newly, re-listed! This gem was off the market, but is now available as a 30 day stay for the best months of Maine- July ...
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VRBO
From $240 per night (USD)
Expedia
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cumberland Casa - B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $240 per night (USD)
Expedia
From $541 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 $541 per night (USD)
VRBO
From $816 per night (USD)
Expedia
Beautiful, single story ranch. Next to city park with ocean view!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
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 $816 per night (USD)
Expedia
From $854 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 $854 per night (USD)
VRBO
From $659 per night (USD)
Expedia
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 $659 per night (USD)
Expedia
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VRBO
Cozy West End apartment minutes from the Old Port
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space This spacious one bedroom apartment is located in a restored house built in 1845. A colorful, cozy spac ...
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VRBO
From $913 per night (USD)
Expedia
Historic Munjoy Hill Retreat-Rooftop Water Views!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
About this space This stunning one-hundred-year-old home is a spacious retreat on Munjoy Hill, one of Portland's most de ...
From $913 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Historic Home in the West End. Private Parking.
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
About this space With the Portland Museum of Art and the State Theater a 5-minute walk away, the Old Port just 15, this ...
From $471 per night (USD)
VRBO
From $773 per night (USD)
Expedia
Modern & Sunny House Steps from the Promenade. Private Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
About this space: This modern single-family home is just steps away from Portland's Eastern Promenade with its glorious ...
From $773 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Charming West End Hideaway. Private Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Built in 1835, this historical home on the West End is just steps from the best eateries, arts, and sho ...
From $416 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Cozy West End apartment minutes from the Old Port
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space This spacious one-bedroom apartment is located in a restored house built in 1845. A colorful, cozy spac ...
From $416 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Bright & Sunny West End Apartment with Private Parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
About this space This sunny 3rd-floor apartment is in a historic row house that was built in 1835. With the Portland Mus ...
From $525 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $394 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 $394 per night (USD)
VRBO
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Expedia
Historic home in Diamond Cove great for large groups & families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Historic Secluded Retreat with Brick Exterior in Fort McKinley on Great Diamond Island Location: Diamond Cove, Great Dia ...
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Expedia
$Lovely 3-bedroom downtown Portland apartment\n\n$
From $486 per night (USD)
VRBO
Lovely 3-bedroom downtown Portland apartment\n\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wonderful three-bedroom/1 bathroom, sunlit apartment in downtown Portland. Walking distance to Portland's best restauran ...
From $486 per night (USD)
VRBO
$Spacious Townhome Style Apt\n\n$
From $144 per night (USD)
VRBO
Spacious Townhome Style Apt\n\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bring the whole family (pets included!) to your new home away from home! Incredibly spacious townhome style apartment wi ...
From $144 per night (USD)
VRBO
From $98 per night (USD)
VRBO
Old Port Studio prime location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This studio apartment is centrally located to everything portland has to offer. Found just one block from the waterfront ...
From $98 per night (USD)
VRBO
From $587 per night (USD)
Expedia
Sea Glass - Peaks Island oceanfront cottage with stunning views for 7 people!
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’ ...
From $587 per night (USD)
Expedia
$Cheerful sunny 3 bedroom island home\n\n$
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VRBO
Cheerful sunny 3 bedroom island home\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Make some memories at this unique and family friendly home. Furnished, sun-filled home with views of Po ...
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VRBO
$Urban Getaway in the West End -- Historic charm, modern comfort\n$
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Expedia
Urban Getaway in the West End -- Historic charm, modern comfort\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy all of Portland and surrounding beaches from this quiet urban oasis. Five to ten minute walk to amazing restaurant ...
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Expedia
From $200 per night (USD)
VRBO
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 $200 per night (USD)
VRBO
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Expedia
Stylish & Modern: 2-Bedroom Getaway in Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our cozy, newly renovated 2-bedroom home in the heart of Portland! Exclusively available for long-term rental ...
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Expedia
From $161 per night (USD)
VRBO
Cozy & Chic Apartment 2BR 1.5BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect retreat! This delightful two-bedroom, one-and-a-half-bathroom gem is nestled in a quiet neighbor ...
From $161 per night (USD)
VRBO
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Expedia
The Cascade Crib: Portland Vibes, Homey Feel
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our cozy 2-bedroom in Portland, perfect for long-term stays. With comfy beds, a modern vibe, and a chill livi ...
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Expedia
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VRBO
The Portland Perch – Ideal for Extended Stays
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy simplicity and peace at this centrally located retreat. Walk to local coffee shops and restaurants, with easy acce ...
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VRBO
From $161 per night (USD)
Expedia
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 $161 per night (USD)
Expedia
From $236 per night (USD)
VRBO
In-town no frills 2 bedroom apt
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Clean, simple & walkable to all in-town Portland restaurants, venues & neighborhoods. A 3rd floor walk up no frills apa ...
From $236 per night (USD)
VRBO
From $968 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 $968 per night (USD)
Expedia
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VRBO
Historic building in the Portland arts district
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Live at The Marlborough! A classic 1915 elevator building in the Portland arts district. Centrally located and short wal ...
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VRBO
From $336 per night (USD)
Expedia
Charming artistry 1-bedroom retreat in gorgeous Portland, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful and charming apartment, stocked with paintings by owner and well-revered local Maine artist Jeanne O'Tool ...
From $336 per night (USD)
Expedia
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VRBO
Great neighborhood 3 Bed w/ hot tub $3700/mo +
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful colonial in fantastic location! Perfect for gatherings and getaways with many places to visit and many things ...
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VRBO
$Beautiful, Spacious Home, minutes to the Old Port!\n\n$
From $501 per night (USD)
Expedia
Beautiful, Spacious Home, minutes to the Old Port!\n\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
You can find plenty of reviews on the other site. Same property headline!!! Spacious living area close to many of Maine ...
From $501 per night (USD)
Expedia
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VRBO
Cheerful 3-Bedroom Portland, Maine Bungalow
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful, centrally located, classic New England home. Enjoy a beautifully furnished ...
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VRBO
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Expedia
Charming Towhome on Historic Diamond Cove
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax on the covered porch or enjoy the inviting living spaces. This peaceful retreat is accessible only by boat, offeri ...
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Expedia
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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 ...
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VRBO
From $1121 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 $1121 per night (USD)
Expedia
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VRBO
Munjoy Hill Escape Walk to Eastern Promenade
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern Condo on Munjoy Hill Spacious and inviting 2-bedroom, 1-bathroom condo that sleeps 4 in 2 KING beds, located just ...
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VRBO
From $405 per night (USD)
Expedia
Mint Ocean Promenade Condo, Steps to Old Port
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover the perfect blend of comfort and convenience in this modern 2-bedroom condo located in the heart of Munjoy Hill ...
From $405 per night (USD)
Expedia
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VRBO
3BR + Balcony + Workspace + Parking + 10Min Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3BR, 2.5BA apartment offers 1,700 square feet of comfortable living in the heart of Portland, Maine. Thoughtfully d ...
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VRBO
From $538 per night (USD)
Expedia
Charming 2-bedroom apartment with AC, WiFi in fabulous Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your Portland adventure begins at this 2-bedroom apartment. The space features 2 queen beds, AC, heating, WiFi, and a sh ...
From $538 per night (USD)
Expedia
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VRBO
Chic & Cozy Luxury Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Immerse yourself in refined comfort at this elegant 1-bedroom apartment in the heart of Portland. Thoughtfully designed ...
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VRBO
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Expedia
Breeze & Blue: A Refreshing Portland Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to "Breeze & Blue," a spacious retreat in the heart of Portland, Maine. This thoughtfully designed space offers ...
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Expedia
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VRBO
Coastal Nest: 1-Bedroom Apartment in Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your stylish 1-bedroom retreat in Portland, Maine! This spacious apartment offers a perfect blend of comfort ...
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VRBO
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Expedia
Modern Comfort: Stylish 2BR for Long-Term Stays
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Here’s a rundown of what you’ll enjoy during your stay: 2 Comfy Bedrooms – Both with cozy queen-size beds, perfect for ...
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Expedia
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VRBO
Wander & Wonder: A Hidden Gem in Portland’s Heart
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This stunning 1-bedroom apartment is the perfect mix of luxury and comfort, ideal for long-term stays. With sleek, moder ...
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VRBO
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Expedia
Spacious 3BR - Parking - W/D - 10 Min to Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy elevated comfort in this updated 3-bedroom apartment set in a quiet neighborhood. Spacious interiors, premium fini ...
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Expedia
From $200 per night (USD)
VRBO
Walkable near downtown 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A nautical themed 1 bedroom unit complete w/ legit ready to play DVD of Disney's "20,000 Leagues Under the Sea!" (full s ...
From $200 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Entire House Deering Highlands
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Your Portland Paradise! Nestled in the heart of Portland, this house blends historic charm with modern comfo ...
From $502 per night (USD)
Expedia
$50 Exchange Street Portland- 3B \n$
From $222 per night (USD)
VRBO
50 Exchange Street Portland- 3B \n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the timeless allure of Portland, Maine, in this exquisite 2-bedroom, 2-bathroom residence within a beautifully ...
From $222 per night (USD)
VRBO
$50 Exchange Street Portland 3A\n$
From $708 per night (USD)
Expedia
50 Exchange Street Portland 3A\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into the timeless allure of Portland, Maine, with this exquisite 2-bedroom, 2-bathroom residence nestled within a ...
From $708 per night (USD)
Expedia
From $136 per night (USD)
VRBO
50 Exchange Street Portland 2B
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into timeless allure at this 1-bed, 1-bath gem in Portland's Old Port. This meticulously restored 1868 building sea ...
From $136 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Charming Brownstone Downtown Free St|Perfect Getaway for 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Imagine strolling among the brownstones of the Arts District and Old Port admiring the vibrant history and architecture, ...
From $449 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Centrally located in Portland, ME. Close to Back Bay, Eastern Prom, Rt. 295.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
3 month minimum. Upscale, Quiet, Clean, Furnished 3 Bedroom, Bath. Lots of character to make a cozy long term stay in Po ...
From $225 per night (USD)
VRBO
From $387 per night (USD)
VRBO
Dog-friendly home to yourself - only 7 minutes to downtown Portland
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy all that Portland offers in a comfortable, two-bedroom (plus finished basement) home in a quiet neighborhood all t ...
From $387 per night (USD)
VRBO
From $1487 per night (USD)
VRBO
Spacious Historic Munjoy Hill Home | Walk to Parks & Breweries
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Summary: Welcome to our antique Munjoy Hill home, located in the heart of Portland’s vibrant East End. This historic pro ...
From $1487 per night (USD)
VRBO
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Expedia
Top of Munjoy Hill, walk to everything !
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Enjoy staying in the upper floor of the historic Houghton House c.1888. Explore Portland’s East End just step ...
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Expedia
From $187 per night (USD)
VRBO
Old port apartment prime location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This unit is in the best neighborhood in all of Portland. When you picture Portland, you likely envision this very stree ...
From $187 per night (USD)
VRBO
From $604 per night (USD)
Expedia
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)
Expedia
From $403 per night (USD)
VRBO
Garden Gem ★ 5 Min to Old Port ★ Spacious + New
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This property is a newly renovated historic 1891 home close to all Portland has to offer! Amenities include brand new be ...
From $403 per night (USD)
VRBO
From $2706 per night (USD)
Expedia
Historic West End Penthouse
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Summary: Perfect for large groups, this space accommodates up to 14 guests within 10 minute walk to the Old Port! The h ...
From $2706 per night (USD)
Expedia
From $678 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 $678 per night (USD)
VRBO
From $2744 per night (USD)
Expedia
Historic 1849 Sea Cpt. Mansion; Weddings, Groups
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
Summary: Enjoy the flexibility of 3 condos in this 1849 mansion that can accommodate up to 18 guests. Off street parkin ...
From $2744 per night (USD)
Expedia
From $560 per night (USD)
VRBO
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 $560 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
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 $1097 per night (USD)
Expedia
Incredible Location! Heart of Old Port/Spacious Apartment
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the heart of the Old Port! A gem located in the middle of this historic district. Features 3 bedrooms, luxe l ...
From $1097 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Summer in beautiful Downtown Portland, Maine!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Two bedrooms, three full baths, fully equipped kitchen, backyard patio in walking distance from everything. Kid-friendl ...
From $580 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Sweet Island Cottage- 3 minute walk to beach
Bedrooms:
1
Bathrooms:
2
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)
VRBO
From $451 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 $451 per night (USD)
VRBO
Click For Pricing
Expedia
Maine Artist Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in one of Portlands historic Victorian mansards 1881 one block off the Casco Bay close to lighthouses, shopping, ai ...
Click For Pricing
Expedia
From $588 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 $588 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 $665 per night (USD)
VRBO
Executive Falmouth Waterfront Home on the Presumpscot River
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This tastefully renovated single family Waterfront Home is ready for your immediate weekly or monthly stay. Designed to ...
From $665 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Sunny Spot with Private Parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which in ...
From $387 per night (USD)
Expedia

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