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

Filter

Popular Areas

From $421 per night (USD)
VRBO
Lakefront House
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Newly Renovated, lakefront home right on Highland Lake. Over 50 feet of private frontage, along with a private dock/boat ...
From $421 per night (USD)
VRBO
From $275 per night (USD)
VRBO
The Portland Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Pa ...
From $275 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
7 minutes from downtown Old Port, accommodating 4 guests in comfort with 2 bedrooms, a/c, wifi, full bath, half bath, ki ...
From $500 per night (USD)
VRBO
From $510 per night (USD)
Expedia
The Blueberry House - Spacious, Family & Pet-Friendly Retreat near Sebago Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to The Blueberry House, a spacious and well-equipped farmhouse near Sebago Lake. Whether you're creating family ...
From $510 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Updated Cottage - Steps to Pine Point Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fully renovated and updated coastal cottage, just a few steps from Pine Point Beach. This thoughtfully remodeled 2 bedr ...
From $399 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Cozy cottage fully renovate with open concept on Forest Lake close to I95
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This peaceful small but cozy and centrally-located camp with boat house on a private 50' sandy beach on Forest Lake. Enj ...
From $221 per night (USD)
VRBO
From $622 per night (USD)
VRBO
New Modern Cabin with Lake Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new 2023 build, steps away from Crystal Lake in Harrison, ME. There is access to the Crystal Heights Association w ...
From $622 per night (USD)
VRBO
From $191 per night (USD)
VRBO
2nd Floor of home in the country 2Bdrm lots of parking, Spacious & peaceful
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Forget your worries in this spacious and serene space. located 45 minutes from Portland and 20 minutes from Lewiston/Aub ...
From $191 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Lovely, relaxing and private lakefront 3 BR home with stunning lake views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Walk in and quickly feel the tension subside in our bright and cozy 3 BR home at Quick Escape. Situated less than 20 fee ...
From $567 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Walk downtown! Discover the best of Freeport Maine from the comfort and convenience of this centrally located townhome. ...
From $679 per night (USD)
Expedia
From $447 per night (USD)
VRBO
USM Area. Great location.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently updated 2 bedroom unit,new bathroom, new kitchen, granite tops everywhere, new windows, hardwood and tile floor ...
From $447 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Coastal, 3 bedroom, 2 bath home with pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom, 2 bath coastal home in Yarmouth, Maine with pool and gorgeous outdoor oasis. Walking distance to to ...
From $972 per night (USD)
VRBO
From $1100 per night (USD)
VRBO
Sleeps 18! Large Waterfront Camp on Big Sebago with Two Docks & Sandy Beach
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
🌊🏡 Your Ultimate Waterfront Escape Awaits! 🏡🌊Discover the epitome of lakeside living with two cottages nestled side ...
From $1100 per night (USD)
VRBO
From $552 per night (USD)
VRBO
Serene oasis in Falmouth
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous home nestled on a vast, private lot surrounded by nature in Falmouth, Maine, close to Portland and 11 miles fro ...
From $552 per night (USD)
VRBO
From $523 per night (USD)
VRBO
Dog Friendly, 3 Bedroom Home in Kettle Cove on Sebago Lake Maine, Boat Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Built in 2004, Lakeshore Landing is a beautiful 1800 sq ft lake house offering water views, knotty pine interior, cathed ...
From $523 per night (USD)
VRBO
From $1265 per night (USD)
Expedia
Stunning, Private 35 Acre Oceanfront Retreat
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Gather at this secluded 5900 sq ft. waterfront home privately situated on our 35-acre oceanfront compound. Take advantag ...
From $1265 per night (USD)
Expedia
From $230 per night (USD)
VRBO
The Coastal Farmhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this four bedroom, 2.5 bath Ocean and lighthouse view farmhouse in Hannaford Cove. A real coastal experience ...
From $230 per night (USD)
VRBO
From $382 per night (USD)
VRBO
Private home, quiet wooded area in Bridgton, near NConway, 1/2 mile off 302
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bridgton lake region has activities for all seasons. Live music downtown, public beaches, art shows, twin drive-in movi ...
From $382 per night (USD)
VRBO
From $845 per night (USD)
VRBO
Island View House BnB Self Check-in # 3 / Free Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Island View House BnB, self-check-in apartment # 3. Located in the most desirable area of Portland, Munjoy H ...
From $845 per night (USD)
VRBO
From $489 per night (USD)
Expedia
THE RALEIGH BnB APARTMENT SELF CHECK-IN / Free Off-Street Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Raleigh BnB Self- Check-In # 6. Free Off- Street Parking! Located in the most desirable area of Portland ...
From $489 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Island View House BnB, self-check-in apartment # 4. Located in the most desirable area of Portland, Munjoy Hi ...
From $576 per night (USD)
VRBO
From $559 per night (USD)
Expedia
Island View House BnB Self Check-In # 5 / Free off- Street parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Island View House BnB, self-check-in apartment # 5. Located in the most desirable area of Portland, Munjoy Hi ...
From $559 per night (USD)
Expedia
From $1008 per night (USD)
VRBO
Situated at the waters edge with picturesque sunset views to Mt Washington.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Welcome to Whitesail's House! Perched along the western shore of Bailey Island, Whitesail's House offers a front-row se ...
From $1008 per night (USD)
VRBO
From $428 per night (USD)
Expedia
PET FRIENDLY WITH A SANDY BEACH AND A MOORING
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
OCCUPANCY LIMIT 8 - SEBAGO LAKE BEACHFRONT. Spacious, chalet style shorefront cottage with eat in kitchen, livingroom o ...
From $428 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Apartment on Boody Street, walk to Bowdoin College. Fenced yard, pet-friendly!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We renovated a pottery studio behind our garage to create this unique apartment space. Guests have off-street parking an ...
From $232 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Large contemporary home with expansive open ocean views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Saronole! Perched directly on the rugged shoreline of Casco Bay, Saronole is an eclectic coastal haven where ...
From $556 per night (USD)
VRBO
From $664 per night (USD)
VRBO
Mountainside Lake Cabin - Summer on Moose Pond
Bedrooms:
0
Bathrooms:
5
Sleeps:
10
Book your summer getaway now! Welcome to Vacationland. Relax lakeside with family and friends on Moose Pond, boat or h ...
From $664 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Waterfront Cottage in Freeport
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Located at the quiet end of Flying Point, this waterfront cottage has beautiful eastern views of Casco Bay and its islan ...
From $496 per night (USD)
VRBO
From $887 per night (USD)
VRBO
4BR Lakefront on Long Lake with Private Dock and Screened Porch, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**New dates added for Summer 2026!** When we found this house, built in 2020 right on Long Lake, we knew immediately it ...
From $887 per night (USD)
VRBO
From $1523 per night (USD)
VRBO
7 Bed Historic Home for Group Stays
Bedrooms:
3
Bathrooms:
7
Sleeps:
16
Summary: Experience timeless elegance in Portland’s sought-after West End. This beautifully restored historic home—orig ...
From $1523 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Kettle Cove Cabin. Lake Sebago Beach Access. Fire pit. Grill. Blackstone. Games
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to Kettle Cove Cabin! Located just steps from beautiful Lake Sebago, our charming cabin offers a serene escape f ...
From $349 per night (USD)
VRBO
From $1043 per night (USD)
VRBO
Waterfront Property with Hot Tub, Sauna & Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Welcome to our lakefront property on Sebago Lake, Maine! This spacious and private retreat is perfect for up to 11 guest ...
From $1043 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Waterfront cottage in protected cove. Private dock. Close to sand bar!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to your year-round Naples rental! Situated inside a protected cove, you have access to Sebago Lake, Long Lake, a ...
From $531 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Chill on the rooftop at Pine Point Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience all that Pine Point has to offer in this expansive condo. 2 floors of space and fun for family gatherings. ...
From $764 per night (USD)
Expedia
$\Good Vibes\ 4 Wonderful Seasons @ Portland Home!$
From $418 per night (USD)
VRBO
\"Good Vibes\" 4 Wonderful Seasons @ Portland Home!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjo ...
From $418 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Top Deck - Portland Property with Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portlan ...
From $519 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Traditional Waterfront Maine Cottage on Long Lake with great swimming.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Discover the charm of a traditional waterfront Maine cottage on Long Lake in Naples, nestled in the scenic Sebago Lake R ...
From $463 per night (USD)
VRBO
From $975 per night (USD)
Expedia
WATERFRONT 5 BEDROOM 2 BATH WITH DOCK AND BEACH
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
OCCUPANCY LIMIT 12 -This 5-bedroom 2 bath home is waterfront on Sebago Lake. The property comes with a private dock and ...
From $975 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Scarborough Sanctuary-Cozy retreat close to all local attractions.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Scarborough Sanctuary. Our newly remodeled 2-bedroom, 2-bathroom home is nestled in the heart of Scarborough ...
From $363 per night (USD)
VRBO
From $341 per night (USD)
Expedia
The Bow Street Abode / Charming 2 BR Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a comfortable stay in this beautiful second-floor 2-bedroom apartment, fully equipped with everything you need. Fe ...
From $341 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Seaside-The Way Life Should Be!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Feel the gentle breezes, watch (or try to catch from the dock) fish as they are flipping, see seals playing, and view bo ...
From $497 per night (USD)
VRBO
From $539 per night (USD)
VRBO
Sebago Lake Treehouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sebago Lake Treehouse Retreat Experience lake life on Sebago Lake at this Raymond Cape Treehouse. This charming lakesid ...
From $539 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Charming 3-bedroom cottage in tranquil South Portland with WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom cottage is perfect for your escape to South Portland. Nestled in a charming, local neighborhood, this ado ...
From $510 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen”
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Our Cozy & Quiet Home in Portland, Maine. (The home is appro ...
From $201 per night (USD)
Expedia
From $905 per night (USD)
VRBO
Sweet Seaside Cottage!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sweet seaside, 3 bedroom, 1 bath home in the coveted Falmouth Flats with peek-a-boo views of the ocean & 1 minute drive ...
From $905 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Cozy hotel suite in lovely Harpswell with AC, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This memorable hotel suite is the perfect home base for your trip to Harpswell out on Bailey Island…..Nestled in a charm ...
From $372 per night (USD)
VRBO
From $435 per night (USD)
VRBO
Blue Lobster! 2-BR/1.5 BA with Heat, AC, Deck and Seasonal Dock in Harpswell
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Harpswell, this charming house is a dream. With 2 queen bedrooms overlooking the water, a queen sleeper sofa ...
From $435 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Take a step back in time and a step forward towards relaxation. Consider this cabin your home away from home while you v ...
From $447 per night (USD)
Expedia
From $784 per night (USD)
VRBO
Waterfront Access with Kayaks, Private Deck and a Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Escape to this spacious, serene cabin with modern amenities on Little Sebago Lake. Includes 4 bedrooms, 7 beds & 2 livin ...
From $784 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Lovely Waterfront Summer Retreat : Home on Moose Pond in Bridgton
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Lovely lakeside getaway duplex on pristine Maine lake with spectacular views of Pleasant Mountain! Two bedroom with rust ...
From $218 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Lakefront newly renovated 3-bedroom house with two Kitchens in tranquil Windham
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in Windham on Forest Lakes, this house is a dream. With 3 bedrooms including a king, queen, and twin bed, guests ...
From $537 per night (USD)
VRBO
$Little Sebago Lake \Teahouse\ Retreat, Sand Beach on Half Acre Private Point$
From $468 per night (USD)
VRBO
Little Sebago Lake \"Teahouse\" Retreat, Sand Beach on Half Acre Private Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and unwind at our "Little Sebago Teahouse" lakeside retreat designed in the style of a traditional Japanese teaho ...
From $468 per night (USD)
VRBO
From $696 per night (USD)
VRBO
Pleasant Mountain Escape 5BR Condo with Moose Pond Access
Bedrooms:
2
Bathrooms:
5
Sleeps:
17
Enjoy the best of Maine’s Lakes Region from this spacious 5-bedroom, 3-bath condo, perfectly located between Pleasant M ...
From $696 per night (USD)
VRBO
From $1088 per night (USD)
VRBO
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to your perfect retreat in Raymond! This stunning home features 4 spacious bedrooms—1 queen, 2 kings, and 2 bunk ...
From $1088 per night (USD)
VRBO
From $255 per night (USD)
VRBO
1BR apartment next to the Pleasant Mountain with waterfront access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Set between the slopes of Pleasant Mountain and the calm waters of Moose Pond, this welcoming floor-level condo offers t ...
From $255 per night (USD)
VRBO
From $1269 per night (USD)
Expedia
Direct Sebago Lakefront – Beach, Dock, Mooring, 3BR/2BA + EV Charger
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Please note: A seven-night minimum stay is required. Check-in and check-out are available Monday through Friday; Saturda ...
From $1269 per night (USD)
Expedia
Click For Pricing
VRBO
Newly renovated 4-bedroom cottage, directly on Highland Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
With 175' of private waterfront in Bridgton, this delightful cottage boasts amazing views of Highland Lake. water access ...
Click For Pricing
VRBO
From $474 per night (USD)
Expedia
Cozy Stay w/ Roof Deck | Parking | 5 Min Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Cozy 1BR Loft with Rooftop Deck | 5 Mins to Downtown Portland. Enjoy a charming top-floor hideaway with rus ...
From $474 per night (USD)
Expedia
From $646 per night (USD)
VRBO
Workspace | Soaking Tub | W/D | 5 Min Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Stay in style at this newly remodeled (May 2025) 3-bedroom, 2-bath apartment, perfectly located just 5 minutes ...
From $646 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Soaking Tub | W/D | Parking | 5 Min Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Experience Portland in comfort at this stylish second-floor 3-bedroom apartment, just 5 minutes from downtown. ...
From $646 per night (USD)
Expedia
From $853 per night (USD)
VRBO
Charming 3-bedroom house steps to Pine Point Beach with backyard oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a marvelous 3-bedroom house in Scarborough overlooking Pine Point Beach. Featuring a gourmet kitchen and priva ...
From $853 per night (USD)
VRBO
From $1176 per night (USD)
VRBO
Luxury Oceanfront Freeport Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy oceanfront living in Freeport while being nestled among the trees. Boasting 5 bedrooms, 3.5 bathrooms, outdoor spa ...
From $1176 per night (USD)
VRBO
From $2490 per night (USD)
VRBO
Sebago Sanctuary Lakeside Haven - LAKEFRONT LIVING in style!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
New construction 5 bedroom (including two master suites!), 4.5 bath luxury vacation home with indoor and outdoor ameniti ...
From $2490 per night (USD)
VRBO
From $460 per night (USD)
Expedia
OwlsNest Point Sebago, OwlsNest Point Sebago
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p><strong>Welcome to our cozy Point Sebago home, perfect for small families and groups of friends. Enjoy access to nume ...
From $460 per night (USD)
Expedia
From $1030 per night (USD)
VRBO
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Experience coastal luxury in this exquisite oceanfront home, offering 7 spacious bedrooms and 5 elegantly appointed bath ...
From $1030 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Magical Log Home Trailside at Pleasant Mnt Ski Resort Great Mnt Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Experience an unforgettable getaway in our splendid log home situated Trailside at Pleasant Mnt Ski Resort. Bask in the ...
From $644 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Waterfront Cottage on Barker Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
OCCUPANCY LIMIT 6 - A waterfront 2 Bedroom 1 Bath on Barker Pond in Sebago. The cottage has an open living space with vi ...
From $439 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Charming 2-bedroom cottage on Long Lake in Naples ME
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Naples, this lovely cottage offers a cozy retreat for guests. Keep it simple at this peaceful and centrally-l ...
From $247 per night (USD)
VRBO
From $1417 per night (USD)
VRBO
Upscale Lake House with Dock, Beach & Panoramic Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This recently remodeled Long Lake home is the ultimate family retreat, blending luxury, comfort, and nature’s beauty. Pe ...
From $1417 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Executive Oceanview Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Escape to this charming apartment in picturesque Portland. This cozy retreat features 1 bedroom with a king bed, a lovel ...
From $576 per night (USD)
VRBO
From $598 per night (USD)
VRBO
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: SEASIDE SANCTUARY: LUXURY COASTAL RETREAT NEAR PORTLAND'S OLD PORT Your Maine Escape Awaits—Luxury Meets Co ...
From $598 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Cozy 1-bedroom apartment in awesome Portland with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This prime space is located a block from Deering Oaks Park, just down the street from Maine Medical Center, the Western ...
From $200 per night (USD)
VRBO
From $1244 per night (USD)
VRBO
Newly built 4-Bedroom Retreat on Long Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Unwind and forge unforgettable memories at this comfortable family retreat, perfectly perched on the serene Long Lake, i ...
From $1244 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $452 per night (USD)
Expedia
From $448 per night (USD)
VRBO
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appoin ...
From $448 per night (USD)
VRBO
From $593 per night (USD)
Expedia
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning rest ...
From $593 per night (USD)
Expedia
Click For Pricing
VRBO
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Stay in the Top 2 Floors of a Charming 3-Story Cottage This spacious, light-filled retreat is in a prime location- clos ...
Click For Pricing
VRBO
From $446 per night (USD)
VRBO
Historic Pumpkin House located in West Harpswell
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to The Pumpkin House! Discover the perfect blend of French-inspired charm and Maine coastal tranquility at The ...
From $446 per night (USD)
VRBO
From $903 per night (USD)
VRBO
Lakehouse on Little Sebago Lake with Private Beach, Dock, Kayaks and a Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
July and August 2025 rentals are Friday to Friday; all other months require only a 2-night minimum except holiday weeken ...
From $903 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Charming Maine cabin in Bridgton Highland Lake
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Relax with the whole family at this peaceful woodland escape with lake access. Our cabin is nestled in the woods just st ...
From $403 per night (USD)
Expedia
From $992 per night (USD)
VRBO
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
Spacious Cozy 4 bedroom, 1.5 bath Back Cove 1st floor condo in a lovely Portland neighborhood. Great for groups and fami ...
From $992 per night (USD)
VRBO
From $384 per night (USD)
Expedia
The Hygge House- walk to Highland beach- in town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Now Booking Summer 2026! Escape to this charming 3-bedroom bungalow in a peaceful Bridgton neighborhood, perfect for a s ...
From $384 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Cozy Stay • Near Downtown Bridgton
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience summer at Wildwood Cabin! Just 5 minutes from downtown Bridgton and less than 15 minutes to Pleasant Mountain ...
From $336 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Enchanting 3BR Farmhouse Retreat Nature Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
10 Min Drive to Maine Mall 25 Min Drive to Pine Point Beach Escape to our newly built three-bedroom, two-full-bath have ...
From $411 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Newly Constructed Two-BR Retreat Near Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
10 Min Drive to Maine Mall 20 Min Drive to Old Port Indulge in luxury at our recently constructed two-bedroom, one-bat ...
From $404 per night (USD)
VRBO
From $639 per night (USD)
Expedia
Huge Historic Downtown Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This meticulously restored mid-1800s townhome seemlessly blends historic charm with modern luxury. Enjoy an open-concept ...
From $639 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Spacious 5-bedroom house in charming Bridgton - Great Lakes and Ski Location
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Get ready to relax in this delightful 5-bedroom home in scenic Bridgton, in the heart of the lakes region and close to P ...
From $581 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Oakleaf Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind at our private beach on Sebago Lake and this lovely cottage. It is a one-room cottage with a kitchen/dining room ...
From $151 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Waterview Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax on our private beach on Sebago Lake and in this 2-bedroom cottage. This charming retreat features 1 double bed, 2 ...
From $236 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Maple Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to our private beach on Sebago Lake and this cozy one-room cottage, your home away from home while you visit Seba ...
From $151 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Birch Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to our private beach on Sebago Lake and this fabulous cottage with a double bedroom on the first floor, twin beds ...
From $235 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Pinecone Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make yourself at home on our private beach on Sebago Lake and in this charming 1-bedroom retreat. This delightful cottag ...
From $151 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Hemlock Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax on our private beach on Sebago Lake and in this marvelous 3-bedroom cottage. With a double bed, 2 bunk beds, and t ...
From $302 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Willow Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Consider our private beach on Sebago Lake and this enchanting cottage your home away from home while you visit Sebago. T ...
From $234 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Sunset Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Unwind on our private beach on Sebago Lake and in this large cottage. With 4 bedrooms including 2 double beds, twin beds ...
From $340 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Brookside Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax on our private beach on Sebago Lake, and in Brookside cottage, which boasts 2 bedrooms - one with a double bed and ...
From $235 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Cypress Cottage-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our private beach on Sebago Lake and this peaceful cottage in picturesque Sebago. With 3 bedrooms, including a ...
From $302 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Sunrise Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience Sebago Lake from our private beach and in this 3-bedroom apartment which has 2 bedrooms with a double bed and ...
From $302 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Haven Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Relax on our private beach on Sebago Lake and in this pleasant apartment on the second floor of the Lodge. With 1 double ...
From $151 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Lakeview Apartment-Private Beach-Pets Welcome - Round Table Lodge, Sebago, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our private beach on Sebago Lake and this comfortable, 1 bedroom apartment on the first floor of the Lodge. T ...
From $152 per night (USD)
Expedia

Search Your Destination Now!

Cumberland Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals