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

Cumberland Area Rentals

From $293 per night (USD)
VRBO
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 $293 per night (USD)
VRBO
From $752 per night (USD)
Expedia
5 bed 4 bath in the Basin of Sebago Lake with 200 ft. of shared beach frontage
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to New Marblehead Lodge, a compound located in the Basin of Maine's most desirable Sebago Lake. This property fe ...
From $752 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Bright, updated century old cottage two blocks from the ocean
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
*Transitioning from other STR site to VRBO so reviews and ratings are on that platform. Newly renovated 2 bedroom cotta ...
From $483 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Studio Unit Walkable Everywhere
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Recently updated clean & no frills 1st floor unit in a 3 floor brick building walkable to all in-town Portland hot spots ...
From $239 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Private Entrance Residential Portland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A great, simple1 bedroom apartment in a 3 unit building located in quiet suburban neighborhood of outer Portland. A 10-1 ...
From $167 per night (USD)
VRBO
From $452 per night (USD)
VRBO
A beautiful 3 bedroom home overlooking Basin Cove.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Wild Air! Located on the heart of Basin Cove rests this bright and beautiful 3 bedroom, 2.5 bath home with g ...
From $452 per night (USD)
VRBO
From $3022 per night (USD)
VRBO
Steps to the Sand, Modern Home on Willard Beach, Fenced in Yard, Deck & Grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wake up to the sound of waves, enjoy coffee with ocean views, and step out onto the soft sands of Willard Beach—just a 3 ...
From $3022 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Willard Beach: Cozy Apartment with a King Size Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provide ...
From $334 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Willard Beach–Private Apt Near Portland & Parks
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Many guests have remarked that this stylish, first floor apartment is much larger than it appears in the photos. Just a ...
From $223 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm. Note: Bookings from June 14th to September 27th sh ...
From $845 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Modern 1-bedroom apartment in beautiful Brunswick, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully furnished modern 1 bedroom apartment on second floor. Private setting, yet within walking distance to restaurants, ...
From $232 per night (USD)
VRBO
From $231 per night (USD)
VRBO
Quaint secluded cottage nestled in the woods minutes from lake Sebago!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Windham is waiting for you at this 1-bedroom cottage. This nice and tranquil retreat offers all the comforts you need fo ...
From $231 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Sebago Lake Retreat - Sunset Views, Fire Pit, Family Fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy 3BR, 1BA cottage with peaceful lake views of Sebago. Enjoy sunsets from the deck, unwind by the fire pit, or relax ...
From $300 per night (USD)
VRBO
From $677 per night (USD)
VRBO
Surfside Pine Point, Scarborough Maine with AC, WiFi, walk to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get ready to relax in this marvelous 2024 construction 3-bedroom apartment steps from Pine Point Beach. Apartment ok in ...
From $677 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Lake view home with water access
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Although this home was remodeled recently it still maintains that Maine country, cottage feel. With pine cathedral ceili ...
From $336 per night (USD)
VRBO
From $872 per night (USD)
VRBO
New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The whole group will enjoy easy access to everything from this centrally located, charming cape overlooking Casco Bay an ...
From $872 per night (USD)
VRBO
From $193 per night (USD)
VRBO
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space Take it easy in the woods at this cozy, off-grid A frame located in the Sebago Lakes Region. Kick back ...
From $193 per night (USD)
VRBO
From $253 per night (USD)
Expedia
2-bedroom apartment in Portland, ME with WiFi, AC. Enjoy your stay!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in this 2-bedroom apartment in Portland. The space features 2 cozy queen beds, WiFi, heating, and AC. ...
From $253 per night (USD)
Expedia
From $945 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 $945 per night (USD)
VRBO
From $598 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 $598 per night (USD)
VRBO
From $598 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 $598 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Coastal Charm Awaits at This Orr’s Island Retreat !
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to Island Breeze Retreat, a charming 4-bedroom, 1.5-bath getaway nestled on peaceful Orr’s Island. The getaway ...
From $321 per night (USD)
Expedia
From $273 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 $273 per night (USD)
VRBO
From $273 per night (USD)
VRBO
Downtown Portland Stay | 1 Unit | Near Commercial Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the heart of Portland, this modern hotel offers easy access to the Old Port district and the Portland Museum ...
From $273 per night (USD)
VRBO
From $1260 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 $1260 per night (USD)
VRBO
From $273 per night (USD)
VRBO
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 $273 per night (USD)
VRBO
From $661 per night (USD)
VRBO
SANDY BEACH ON THOMAS POND
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
OCCUPANCY- LIMIT 8 - This 3-bedroom 1.5 bath with family room in the daylight basement, is just steps away from Thomas P ...
From $661 per night (USD)
VRBO
From $291 per night (USD)
Expedia
KENDALLS COTTAGE AT SEBAGO LAKE
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
OCCUPANCY LIMIT 6 One minute walk to beautiful Sebago Lake's crystal clear waters as well as Long Beach Marina where you ...
From $291 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Sea Mist Overlook – a peaceful Harpswell cottage with stunning ocean views and classic coastal charm! Locate ...
From $332 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Near Portland Trails: Walkable Apartment w/ Deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Open Layout | In-Unit Laundry | 1/2 Mi to Restaurant & Market | BBQ Ready Discover Portland, ME, like a local at this 1 ...
From $378 per night (USD)
VRBO
Click For Pricing
VRBO
Elegant Oceanfront House with Breathtaking Views, Private Dock, and Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Tide's Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For Pricing
VRBO
From $215 per night (USD)
VRBO
Beautiful Unit in Serene Countryside Setting Near Wineries – Onsite Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Explore Maine's coastal charm with nearby wineries and breweries, or stroll through Old Port for the perfect blend of se ...
From $215 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Maine Frame: Cozy Retreat in the Freeport Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
- Framed by nature. Designed for the way life should be - Welcome to The Maine Frame! Perfect for small families or ...
From $353 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Sebago Lake 3-bedroom cabin with lake access, WiFi and AC in Windham
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful place to stay. Located 250 feet from beach entry lake. Relax on the dock ...
Click For Pricing
Expedia
From $314 per night (USD)
VRBO
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Maine getaway! Our spacious, dog-friendly apartment is ideal for exploring Portland and beyond. ...
From $314 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Sauna & fire table near Portland's Back Cove
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunny open space, near Payson Park & Back Cove. Enjoy the newly added sauna in the backyard, surrounded by nature and st ...
From $455 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Oceanfront Escape: Deck & Granite Steps to Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spectacular Oceanfront Getaway on the Shores of Harpswell Water's Edge Shore Cottage – Wake up to breathtaking ocean v ...
From $372 per night (USD)
VRBO
From $389 per night (USD)
VRBO
Charming 3-bedroom cabin with private sandy beach and dock
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the perfect blend of vintage charm and modern luxury in this fully renovated 1960s lakefront cabin. Completed ...
From $389 per night (USD)
VRBO
From $1824 per night (USD)
VRBO
**BRAND NEW** Incredible Luxury Log Home Elevated Above Sebago Lake
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Be one of the first to experience this stunning, brand-new log home nestled in the woods with elevated views overlooking ...
From $1824 per night (USD)
VRBO
From $1464 per night (USD)
Expedia
6BR Sleeps 16 w/ Balcony 10 mins to Downtown
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Bringing everyone together? This 6BR, 4.5BA setup combines two private apartments in the same building—perfect for group ...
From $1464 per night (USD)
Expedia
From $332 per night (USD)
VRBO
State of Charm | Historic West End Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Portland’s charm in this beautifully restored 2 bed, 1.5 bath Victorian apartment in the heart of the downtow ...
From $332 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Lofty Ambition | Stunning West End Rooftop Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into this dazzling retreat perched atop Portland’s historic West End! Bathed in sunlight and bursting with characte ...
From $540 per night (USD)
Expedia
From $109 per night (USD)
VRBO
Historic Charm at 236 - Elegant West End Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Stay in the heart of Portland’s historic West End at an iconic landmark property, blending Victorian charm with modern c ...
From $109 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Luxury on Back Cove - Three Gables
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Live like a local in this grand, two‑level flat on a quiet, tree‑lined street 5 minutes from Portland’s buzzing Old Port ...
From $267 per night (USD)
Expedia
From $513 per night (USD)
VRBO
The Cityside Maple House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Cityside Maple House, a spacious four-bedroom, three-bathroom home nestled in one of Falmouth's most desi ...
From $513 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Make yourself at home in this superb 2-bedroom Falmouth retreat. This serene house features 2 full beds, a cozy loft wit ...
From $214 per night (USD)
Expedia
Click For Pricing
VRBO
Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
LOON CALL COTTAGE AT LITTLE SEBAGO LAKE: Sleeps 2-4 very comfortably. Not suitable for small children. Lake is directly ...
Click For Pricing
VRBO
From $411 per night (USD)
Expedia
Cozy Bridgton Townhome – Perfect for Family Fun On Pleasant Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Make yourself at home in this peaceful 3-bedroom townhome retreat in beautiful Bridgton, Maine. Spread across three spac ...
From $411 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Long Lake Happiness--Private Dock/Kayaks/Waterfront
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Long Lake Happiness, your peaceful home away from home in the heart of Harrison, Maine. From the moment you w ...
From $488 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Manor Suite,cozy newly renovated,downtown & beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy, newly renovated one bedroom suite has everything you need for a relaxing getaway. Just a 5 min walk to Highla ...
From $181 per night (USD)
Expedia
Click For Pricing
VRBO
Beautifully maintained, 1905 original lakefront summer home – super pet friendly
Bedrooms:
1
Bathrooms:
4
Sleeps:
13
TCV is a lakeside family summer home which welcomes everybody: one of the first few cabins ever built on Watchic Lake in ...
Click For Pricing
VRBO
From $326 per night (USD)
Expedia
Large, luxurious geodesic dome - 09
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a luxury outdoor camping experience like no other! Sleep out in nature in our 22' diameter geodesic with ...
From $326 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Charming 1-bedroom cottage in fabulous Bridgton with WiFi, AC, private dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Consider this quaint waterfront cottage with fantastic lake views your home away from home while you visit Bridgton. Thi ...
From $354 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Spacious Lakehouse +Private Dock+Firepit+Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect lakefront escape on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared w ...
From $281 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Peaceful, Cozy Family & Pet-Friendly Getaway Near Pleasant Mountain, plenty of accessibility to nearby amenities, includ ...
From $294 per night (USD)
VRBO
From $458 per night (USD)
VRBO
Private 2-bedroom cottage on Purple Road in Point Sebago Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in Point Sebago at this lovely cottage. Very close to the beach and activities this charming retreat features 2 c ...
From $458 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Sun-lit, 2 Bedroom Guest cottage on 27 Acres in Freeport
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to our serene, sunlit cottage on 27 private wooded acres—just 8 minutes from downtown Freeport and 10 from Brunsw ...
From $253 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Charming 4-bedroom cottage with AC, WiFi on Little Sebago Lake waterfront
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Get ready to relax in this 4-bedroom cottage in Raymond. This adorable property features 2 queen beds, 1 full bed, and 2 ...
From $677 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover your perfect coastal retreat at this charming seaside home nestled on Clark Cove. Wake up to breathtaking sunri ...
From $520 per night (USD)
VRBO
From $441 per night (USD)
VRBO
4-bedroom house in Scarborough with fully equipped kitchen, WiFi, near beaches..
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming 4-Bedroom Vacation Home in Scarborough, Maine Welcome to our delightful 4-bedroom, 2-bathroom home, perfectly n ...
From $441 per night (USD)
VRBO
From $309 per night (USD)
VRBO
The Lori House in Westbrook
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked into a quiet Westbrook neighborhood, this bright and freshly updated home offers the perfect Maine base—peaceful, ...
From $309 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Oceanfront Studio w/ Private Dock in Harpswell!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sleek Interior | BBQ Ready | Wildlife Sightings Retreat with your loved one to the Northeast and book this 1-bath vacat ...
From $318 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Large, luxurious geodesic dome - 06
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a luxury outdoor camping experience like no other! Sleep out in nature in our 22' diameter geodesic with ...
From $299 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Large, luxurious geodesic dome - 08
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy a luxury outdoor camping experience like no other! Sleep out in nature in our 22' diameter geodesic with ...
From $295 per night (USD)
Expedia
Click For Pricing
VRBO
Whale of a Time Summa
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Whale of a Time is a perennial favorite. Located in a quiet neighborhood within walking distance to the ferry b ...
Click For Pricing
VRBO
$Quintessential Maine- \n3 Bedrooms, all En Suite- Yellow Door Guesthouse$
From $640 per night (USD)
Expedia
Quintessential Maine- \n3 Bedrooms, all En Suite- Yellow Door Guesthouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind and explore Maine from this guest house in Freeport, Maine. With 3 cozy bedrooms - 1 king bed and 2 queen beds, a ...
From $640 per night (USD)
Expedia
From $1269 per night (USD)
VRBO
Escape to Your Own Private Peninsula on Sebago Lake. A Luxury Lakefront Retreat.
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
Welcome to your own private peninsula on Sebago lake — A one-of-a-kind luxury lakefront retreat. An exclusive, newly re ...
From $1269 per night (USD)
VRBO
From $459 per night (USD)
Expedia
4-bedroom house in perfect Gray with AC, WiFi. Enjoy your stay
Bedrooms:
1
Bathrooms:
4
Sleeps:
11
Experience the perfect getaway at this amazing location on the desirable Little Sebago Lake! Boasting excellent frontage ...
From $459 per night (USD)
Expedia
From $541 per night (USD)
VRBO
Seas the Day by Bayley Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**This rental is brought to you by Bayley Vacation Rentals! ** Welcome to your home away from home! This cheerful 3-bed ...
From $541 per night (USD)
VRBO
From $493 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 $493 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Hideaway on the Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this elegant home on this serene lake where comfort meets nature. This spacious 4-bedroom, 2-bathroom home of ...
From $630 per night (USD)
VRBO
From $671 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 $671 per night (USD)
Expedia
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VRBO
Downtown Freeport House with Lawn, Grill, AC, and Pickleball Courts!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Nestled in a quiet neighborhood five blocks from downtown Freeport, this delightful house offers lots of outdoor summer ...
Click For Pricing
VRBO
From $581 per night (USD)
Expedia
Modern Getaway by the Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect home away from home in beautiful South Portland, Maine! This modern and stylish 3-bedroom reside ...
From $581 per night (USD)
Expedia
From $398 per night (USD)
VRBO
The Good Bones Abode
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to the Jetport, a number of spectacular local beaches, and downtown Portland, this beautiful home is ideally situa ...
From $398 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Cottage at Point Sebago Beach & Golf Resort
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Point Sebago Maine's Premier family resort is an amazing place for family and friends! Come enjoy the beach and the cham ...
From $261 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Casco Cabin Freeport
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Escape to this modern log cabin in the Maine woods, offering 3 bedrooms (1 King, 2 Queens, 1 Bunk Bed), 2 bathrooms, hea ...
From $448 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Charming cottage with high-end furnishings and design in beautiful Harpswell
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Harpswell like a local in this 1-bedroom cottage. The cozy living room with a sofa bed is perfect for relaxin ...
From $139 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Peaceful 3 BR year round cottage w/dock and sandy beach on Long Lake in Bridgton
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to this charming year-round cottage in Bridgton, Maine. This lovely property features 3 cozy bedrooms with a mix ...
From $485 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Charming Retreat w/ WiFi, Ping Pong Table & Walking Distance to the Ocean
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
10-Minute Walk to the Beach Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $382 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Year-Round Moose Pond Retreat with Private Waterfront & Fun Activities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the tranquility of Moose Pond’s northern end at this welcoming lakeside retreat. Spend your days on the pond wi ...
From $345 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Roomy 3 bedroom with fireplace & wood-burning stove steps away from Sebago Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to this delightful house in Sebago. With 3 queen beds spread across 3 bedrooms, this home offers a peaceful esca ...
From $465 per night (USD)
Expedia
From $553 per night (USD)
VRBO
NEW! Gray Woodland Escape | Golf, Pool & Cinema
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to your tranquil retreat set on three private acres, surrounded by lush trees and natural beauty. This spacious ...
From $553 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Beautifully renovated 4BR, 2BA pet friendly home with ocean views and access
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to The Blue Lobster! This beautifully renovated, pet-friendly home offers four bedrooms, two bathrooms, and stu ...
From $563 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Enchanting waterfront 3-bedroom house with AC in Casco on Sebago Lake
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Nestled in Casco on Sebago Lake, this delightful house is the perfect retreat for guests seeking a tranquil getaway. Wit ...
From $467 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Lovely 2-bedroom cottage with AC in Police Man's Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to "a little piece of Heaven" as the locals call it. 448 Ramsdell is a newly renovated cottage a mere 350 feet ...
From $290 per night (USD)
Expedia
From $240 per night (USD)
VRBO
4 Mi to Long Lake! Secluded Haven w/ Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to Hiking | Pet Friendly w/ Fee | Fire Pit + Gas Grill | Portland Day Trips Leave the everyday behind for a peace ...
From $240 per night (USD)
VRBO
From $339 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 $339 per night (USD)
VRBO
From $690 per night (USD)
VRBO
Amazing Oceanfront Brand NewHome Ideal location - NEW LISTING DISCOUNT OFFERED!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
NEW LISTING DISCOUNT - The price listed reflects a 30% discount which is offered for any 2025 booking (2 day minimum) b ...
From $690 per night (USD)
VRBO
From $240 per night (USD)
Expedia
The Woodland Loft at Falmouth
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Woodland Lift, a serene two-story guesthouse in the heart of Falmouth, Maine. With its own private entra ...
From $240 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Waterfront Escape w/ Beach Access in Bridgton
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Year-Round Retreat | Swim, Paddle, Ski & More | 4 Mi to Main Street Adventure awaits at this 2-bedroom, 1-bath vacation ...
From $198 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Brand New Bridgton Home Near Long Lake, Highland Lake & Pleasant Mountain Skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Maine getaway! Our brand new 3-bedroom, 2-bathroom home blends modern comfort with the charm of ...
From $408 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Modern, Luxurious, Cabin in the Woods - 05 (ADA)
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: The Haven is a modern, luxurious cabin that lets you experience the outdoors in exquisite comfort. This particu ...
From $323 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Serene & Charming 2BR Guest Apartment – Near Trails & Downtown Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to this enchanting apartment in Portland! This cozy 2-bedroom, 1-bath space offers the perfect mix of comfort an ...
From $246 per night (USD)
Expedia
From $361 per night (USD)
VRBO
New Home: Enchanting 3-bedroom house in Sebago
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Make yourself at home in this 3-bedroom Sebago retreat. This wonderful house features 2 queen beds and 1 bunk bed, perf ...
From $361 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the charm of Salmon Point Cottage A serene 1-bedroom lakeside retreat just 10 feet from the water’s edge. Set ...
From $236 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Peaceful family cabin in the woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the magic of the Maine woods in our family cabin. Stay comfortably in Bridgton at this 3-bedroom house. With ...
From $409 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Don't miss this charming studio overlooking Quahog Bay in scenic Harpswell!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This soothing studio in Harpswell is a hidden gem for guests seeking a peaceful retreat. With a cozy murphy bed, this be ...
From $211 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Naples Village Retreat - Heart of the Lakes Region
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Retreat to this charming Naples, Maine home, nestled among tall trees with views of Brandy Pond and a short wal ...
From $183 per night (USD)
Expedia

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