Portland Rentals
- From $338 per night (USD)
VRBO
Inn at Parkspring 3 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, Location, Location! Welcome to The Inn at Parkspring! Formerly the Parkspring Bed & Breakfast, we recently dro ...
From $338 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Inn at Parkspring 2 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, Location, Location! Welcome to The Inn at Parkspring! Formerly the Parkspring Bed & Breakfast, we recently dro ...
From $426 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Inn at Parkspring 1 | Self Check In | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, Location, Location! Welcome to The Inn at Parkspring! Formerly the Parkspring Bed & Breakfast, we recently dro ...
From $417 per night (USD)VRBO
- From $650 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 $650 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Sunny + private West End apartment with free parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private apartment with beautiful natural light in an 1850 farm house in the heart of the West End. Newly renovated to pr ...
From $198 per night (USD)VRBO
- From $517 per night (USD)
VRBO
BIG First floor 3 bedroom in the East End, close to ocean, parks, and downtown.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Live like a native! Comfortable and sunny first floor 3 bedroom apartment is at the top of Munjoy Hill, walking distanc ...
From $517 per night (USD)VRBO
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $204 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 $204 per night (USD)VRBO
- From $545 per night (USD)
VRBO
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 $545 per night (USD)VRBO
- From $995 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
BRAND NEW VACATION HOME. 150 yards to Willard Beach, 8 mins to downtown Portland, Walk to fantastic restaurants/food sh ...
From $995 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Oceanview, Handicap Friendly, Dogs & Babies Welcome. Watch the Seashore parade!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cagasa Cottage is a friendly place originally designed for an inter-generational family with mobility issues and a dog. ...
From $452 per night (USD)VRBO
- From $110 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 $110 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Downtown Portland Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The calendar is updated. Please feel free to call me or email me if you would like to discuss the property prior to boo ...
From $215 per night (USD)VRBO
- From $90 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 $90 per night (USD)VRBO
- From $263 per night (USD)
VRBO
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 $263 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Enjoy Portland With Family or Friends
- 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 $225 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
City of Portland Registration #4803 A well cared for and comfortable home, in Portland’s popular Munjoy Hill & Eastern ...
From $225 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $653 per night (USD)
VRBO
*OCEAN VIEWS* Walk Everywhere! 100 yds to WILLARD BEACH; 9 min to DT Portland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please inquire about our Monthly summer and fall vacation discounts and ask about the 30-night minimum lease terms on th ...
From $653 per night (USD)VRBO
- From $317 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 $317 per night (USD)VRBO
- From $196 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 $196 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Munjoy Hill hideaway with fireplace & 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 $334 per night (USD)Expedia
- From $648 per night (USD)
VRBO
Historic Brick Corner Apartment, off street parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $648 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1120 per night (USD)
VRBO
Exquisite home with fireplace, pool table, washer\/dryer & sleek kitchen
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Chic West End Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1120 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Charming Downtown Penthouse - The Cabana
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Cabana! Experience the perfect fusion of historic charm and modern luxury in this stunning penthouse apar ...
From $208 per night (USD)Expedia
- From $376 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 $376 per night (USD)VRBO
- From $400 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 $400 per night (USD)Expedia
- From $585 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 $585 per night (USD)VRBO
- From $800 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 $800 per night (USD)Expedia
- From $135 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 $135 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Eclectic & Unique 3 Bedroom Apt on Munjoy Hill
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Eclectic and Unique Large 3 Bedroom, 1 Bath apartment on the Eastern Prom. Fully furnished with everything you need. Har ...
From $165 per night (USD)Expedia
- Click For Pricing
Expedia
Sunny 2 BR Furnished, Duplex, downtown w\/ Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stay in a historical building situated in the middle of one of Portland's most beautiful blocks. Fully Furnished, includ ...
Click For PricingExpedia
- From $130 per night (USD)
Expedia
Eclectic & Unique 2 Bedroom Apt#2 on Morning Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Eclectic and Unique Large 2 Bedroom, 2 Bath apartment. Fully furnished with everything you need. All utilities included ...
From $130 per night (USD)Expedia
- From $75 per night (USD)
VRBO
Eclectic & Unique 1 Bedroom Apt on Morning Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Eclectic and Unique Large 1 Bedroom, 1 Bath apartment. Fully furnished with everything you need. All utilities included ...
From $75 per night (USD)VRBO
- From $342 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 $342 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Eclectic & Unique 2 Bedroom Apt on Morning Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Eclectic and Unique Large 2 Bedroom, 2 Bath apartment. Fully furnished with everything you need. All utilities included ...
From $130 per night (USD)VRBO
- Click For Pricing
Expedia
Coastal Inn on Shore
- 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 ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Updated Long Island Maine Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Relax on Long Island Maine, With three bedrooms - a queen bed, a full bed, and two twin beds and a daybed on the first ...
From $298 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Ocean\/ city view penthouse Luxury 3 level with bright floorplan and killer view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bright open open floorplan with hardwood floors and mid century vibe! Awesome location at highest elevation in Portland. ...
From $250 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 PricingExpedia
- From $350 per night (USD)
VRBO
Ocean View Cottage on Peaks Island\nSTHR005511-2023
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
STHR005511-2023 Peaks Island cottage with ocean view & large wraparound porch. Spend relaxing days and peaceful evenin ...
From $350 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- Click For Pricing
VRBO
Skolfield Inn | Private Entrance | Garden 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This room offers plenty of space. Relax on the couch with a book, bring your mat and squeeze in an early morning yoga se ...
Click For PricingVRBO
- From $395 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 $395 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Green Goddess - Single family - Munjoy Hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our newly restored, single-family home mixes Victorian architecture with vintage furnishings, local artworks, and modern ...
From $270 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Artsy Apt\/Private Rooftop Deck!\/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 $500 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
New 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 $1200 per night (USD)VRBO
- From $1351 per night (USD)
VRBO
3 Stylish Portland Gem! Stylish Waterfront Downtown | Near Harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Discover modern urban sophistication at our pet-friendly hotel-style, in your tech-forward room with fast WiFi and 55" T ...
From $1351 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Walk to Old Port | Pet-Friendly Stay | Waterfront | Comfortable Unit | Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover modern urban sophistication at our pet-friendly hotel-style, in your tech-forward room with fast WiFi and 55" T ...
From $426 per night (USD)VRBO
- From $1802 per night (USD)
VRBO
Pet-Friendly Unit on the Waterfront + Near Old Port | Parking | 4 units
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Discover modern urban sophistication at our pet-friendly hotel-style, in your tech-forward room with fast WiFi and 55" T ...
From $1802 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Spacious Downtown Waterfront Unit | Pets Are Welcome | Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover modern urban sophistication at our pet-friendly hotel-style, in your tech-forward room with fast WiFi and 55" T ...
From $450 per night (USD)VRBO
- From $901 per night (USD)
VRBO
A 4-minute drive to Portland Observatory! 2 Classy Units! Pets Allowed w\/ Gym!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover modern urban sophistication at our pet-friendly hotel-style, in your tech-forward room with fast WiFi and 55" T ...
From $901 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Quiet Downtown 2BR Oasis - “The Nomad”
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your classic Portland home away from home is a lovingly restored 1800s Queen Anne Victorian style 3-story home convenie ...
From $118 per night (USD)VRBO
- From $619 per night (USD)
Expedia
Adorable, Bright and By the Bay!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Adorable, clean, and updated home with 4 spacious bedrooms! Walking distance to Mackworth Island, and a stone’s throw to ...
From $619 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Historic Island Cottage, 5BR
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious Victorian cottage built in 1885 by celebrated architect John Calvin Stevens, located on Little Diamond Island, ...
From $364 per night (USD)VRBO
- From $1534 per night (USD)
Expedia
Old Port Charm Meets Modern Comfort in Luxurious 3-Bedroom Urban Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your Old Port Urban Home in the historic Abraham Robinson Block, where you'll experience the perfect combinat ...
From $1534 per night (USD)Expedia
- From $550 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 $550 per night (USD)VRBO
- From $1128 per night (USD)
Expedia
Spacious Portland Home: Walk Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience coastal city living like a local with a stay at this 3-bedroom, 2.5-bath vacation rental in Portland, Maine. ...
From $1128 per night (USD)Expedia
- From $618 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 $618 per night (USD)VRBO
- From $800 per night (USD)
VRBO
WALK TO BEACH! 3 bedroom beautiful home in walking distance to Willard beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Just a few blocks from Willard Beach this 3 bedroom Colonial is perfect for 2 couples or a family with children. A rare ...
From $800 per night (USD)VRBO
- Click For Pricing
VRBO
Lofty South Portland Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy this quiet and updated 2 bedroom apartment. The apartment is conveniently located directly across from the Greenbe ...
Click For PricingVRBO
- From $670 per night (USD)
VRBO
Island Cottage, Portland, ME, Sleeps 6-8, Walk to beach, restaurants. Fast WiFi!
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Island living close to the city of Portland by ferry. This spot is perfect for enjoying city life as well as enjoying a ...
From $670 per night (USD)VRBO
- From $279 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 $279 per night (USD)VRBO
- From $886 per night (USD)
Expedia
Contemporary Home with Historic Charm
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
A recently renovated historic 5-bedroom home, formerly a Post Headquarters building. Enjoy the beautiful front porch, l ...
From $886 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Charming 2-Story Cottage with Hot Tub, Near Downtown and Back Cove.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming private guest cottage at the back of a beautiful property in the fantastic Oakdale neighborhood of Portland. Op ...
From $225 per night (USD)VRBO
- From $1400 per night (USD)
Expedia
Exquisite 3-Bedroom Urban Home in the Old Port
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
As you step off the elevator and directly into this Urban Home, you'll enjoy a spacious open-concept floor plan and 11.5 ...
From $1400 per night (USD)Expedia
- From $367 per night (USD)
VRBO
Ideal Mix of Comfort and Value! Pet-friendly Hotel Unit, Free Breakfast, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $367 per night (USD)VRBO
- From $344 per night (USD)
VRBO
Best Value, Quality Stay! Comfortable Hotel Units, Free Parking, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $344 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Proximity at its Best! Convenient Hotel Unit w\/ Free Breakfast, Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $163 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Your Home Away From Home! Relaxing Hotel Unit, Indoor Pool, FREE Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take great delight in the amiable services and amenities you will receive during your stay—treasure unforgettable memori ...
From $239 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $199 per night (USD)
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 ...
From $199 per night (USD)Expedia
- From $969 per night (USD)
VRBO
WestEnd Large Penthouse walk to Old Port w\/Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $969 per night (USD)VRBO
- From $1512 per night (USD)
Expedia
Historic West End Penthouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: Perfect for large groups, this space accommodates up to 12 guests within 10 minute walk to the Old Port! The h ...
From $1512 per night (USD)Expedia
- From $378 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 $378 per night (USD)VRBO
- From $1944 per night (USD)
Expedia
Historic 1849 Sea Cpt. Mansion; Weddings, Groups
- Bedrooms:
- 4
- 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 $1944 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Pet-friendly Portland Home Minutes from Downtown
- Bedrooms:
- 2
- 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 PricingVRBO
- From $425 per night (USD)
VRBO
Willard Beach, Spacious and 5 minutes walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious four bedroom, two bathrooms, sun-filled historic home that is a 5-minute walk to Willard Beach! Enjoy this brig ...
From $425 per night (USD)VRBO
- From $523 per night (USD)
VRBO
Evergreen cottage 5' from the water
- 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 $523 per night (USD)VRBO
- From $1200 per night (USD)
VRBO
The 'Water House' Cottage is on a Sandy Beach! Amazing Views!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cottage is open concept with 180 degree views of the ocean and windows on all 3 sides of the cottage. It is right ...
From $1200 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Walk Everywhere! Entire Downtown Apt - \"La Maison\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to La Maison! A spacious, newly renovated apartment in a historic building. Nestled in Portland’s West End, 3 b ...
From $173 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Step right out the ocean is at your door! Amazing location and views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy stunning ocean views from this newly renovated unit. The beach is right outside the front door. Willard offers a s ...
From $267 per night (USD)VRBO
- From $544 per night (USD)
VRBO
Ocean views 30 Steps to Willard Beach! Amazing location 5-7 min to Portland.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy stunning ocean views from this newly renovated unit. The beach lies right outside the front door. Willard Beach is ...
From $544 per night (USD)VRBO
- From $544 per night (USD)
Expedia
Ocean views 30 Steps to Willard Beach! Amazing location 5-7 min to Portland.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy stunning ocean views from this newly renovated unit. The beach lies right outside the front door. Willard Beach is ...
From $544 per night (USD)Expedia
- From $542 per night (USD)
VRBO
Historic Casco Bay Home on Great Diamond Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located just a short ferry ride from Portland, this 3-bed, 2.5-bath vacation rental provides instant access to the pictu ...
From $542 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated historic 1891 home close to all Portland has to offer! Amenities include brand new beds with premium ...
From $299 per night (USD)VRBO
- From $312 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 $312 per night (USD)VRBO
- Click For Pricing
Expedia
FunJoy Hill - The Perfect Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated 2 bedroom, 1.5 bath townhouse on Munjoy Hill - Portland's most eclectic neighborhood. We are located on ...
Click For PricingExpedia
- From $588 per night (USD)
VRBO
New listing! Spacious 2BR West End Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your West End home away from home! This spacious 2 bedroom apartment offers a fresh spot for your next Portla ...
From $588 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Munjoy Hill- Immaculately restored antique 1874 New Englander with private patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
All that Portland has to offer is a 2-15 minute walk away; Eastern Promenade -beach, kayak rental, Bayside breweries, ...
From $700 per night (USD)Expedia
- Click For Pricing
VRBO
Dog friendly, back bay location, top of Payson Park. Energy efficient and an ERV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Convenient location close to I95 and near downtown Portland. I bike downtown to avoid parking. Trails for mtn biking, r ...
Click For PricingVRBO
- Click For Pricing
VRBO
Modern Home one mile from beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our bright spacious home was built in 2018 and is a great place for spending family time together inside and out. Wooden ...
Click For PricingVRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $661 per night (USD)
VRBO
Classical Retreat in Portland's West End
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Our classical two-bedroom two bath, ultra-spacious row house is ideal for friends and family traveling together ...
From $661 per night (USD)VRBO
- From $656 per night (USD)
VRBO
Oasis in the Historic West End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The apartment is sunny, tranquil and located in the historic West End. It is steps the West Prom, close to many excellen ...
From $656 per night (USD)VRBO
- Click For Pricing
VRBO
HUGE 4BR, CHARM, COMFORT, WALK TO ALL!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
GORGEOUS, HISTORIC, COMFORTABLE, WALK TO ALL! A perfect home for re-connecting, but with enough space to rest up betwee ...
Click For PricingVRBO
- From $669 per night (USD)
VRBO
Best Ocean View In Portland!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Have you dreamt of waking up every day to the sights, scents, and sounds of the ocean? This 2-bedroom, 1-bathroom apartm ...
From $669 per night (USD)VRBO
- From $400 per night (USD)
VRBO
The Virginia -3 bedroom 2 bath cottage on Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring your family and make a week of memories at our home away from home! We are located less than a block from the ocea ...
From $400 per night (USD)VRBO