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 $348 per night (USD)
VRBO
ROBIN - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
OCCUPANCY LIMIT 3. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This one-bedroom ...
From $348 per night (USD)
VRBO
From $427 per night (USD)
Expedia
JUNCO - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
OCCUPANCY LIMIT 4. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This two-bedroom ...
From $427 per night (USD)
Expedia
From $427 per night (USD)
VRBO
CHICKADEE - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
OCCUPANCY LIMIT 4. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This two-bedroom ...
From $427 per night (USD)
VRBO
From $427 per night (USD)
Expedia
FINCH - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
OCCUPANCY LIMIT 4. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This two-bedroom ...
From $427 per night (USD)
Expedia
From $348 per night (USD)
VRBO
CARDINAL - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
OCCUPANCY LIMIT 3. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This one-bedroom ...
From $348 per night (USD)
VRBO
From $348 per night (USD)
Expedia
HUMMINGBIRD - RESORT WITH 12 PROPERTIES. NATURAL POND FOR SWIMMING. CAFE ON SITE
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
OCCUPANCY LIMIT 3. The cabin includes a private bedroom and bath, plus a common room with kitchenette. This one-bedroom ...
From $348 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Red House w/ Access to Sebago Cove
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Red House" is a cozy 3-bed, 2-bath vacation retreat nestled in a tranquil seasonal neighborhood with Sebago Cove acc ...
From $334 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
An elegant, sunny, first floor townhouse apartment on one of Portland's most beautiful, historic streets. With excellent ...
From $330 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Charming 3BR, 2.5BA home with access to Merriconeag Sound
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sweet Retreat—a delightful 3-bedroom, 2.5-bathroom cottage nestled in a peaceful seaside neighborhood, offeri ...
From $377 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 $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 $563 per night (USD)
VRBO
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)
VRBO
From $136 per night (USD)
Expedia
Modern Coastal Retreat on Cottage Road
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your South Portland escape! This beautifully built 2-bedroom, 2-bathroom single-family home blends modern de ...
From $136 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Arthur's Place-on Jordan Bay Sebago Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Newly renovated lakefront home on Jordan Bay, Sebago Lake in Standish! This bright, open-concept getaway offers stunning ...
From $339 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Cozy 1 BR, 1 Loft. 1 Bath Cottage 50’ from Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
I wish to invite you to our cottage on a private lake, 40 minutes from Portland, Old Orchard Beach, and the outlet store ...
From $351 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Lakefront Traditional 4-bedroom cottage in Frye Island
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This cozy cottage on Frye Island welcomes guests with 4 bedrooms, including 2 full beds, 1 queen bed, and 3 twin beds. O ...
From $292 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
From $352 per night (USD)
VRBO
Lakeside 2-bedroom w/ AC sleeps 5. Quiet Beach in lovely Naples.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting 600 feet of lake frontage o ...
From $352 per night (USD)
VRBO
From $572 per night (USD)
Expedia
Charming lakeside home near skiing w/ shared pool, tennis courts, & washer/dryer
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Ski & Splash Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $572 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Huge New Townhome 10mins from the Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bright 3-level townhome 10 min to Saco & Old Orchard beaches. Sleeps 6 in 3 roomy en-suite bedrooms (3 full baths). Open ...
From $559 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.
Bedrooms:
2
Bathrooms:
6
Sleeps:
15
Enjoy a quintessential Maine vacation on beautiful Little Sebago Lake. Discover the beauty of Little Sebago from this s ...
From $894 per night (USD)
Expedia
$Quintessential Maine- \n3 Bedrooms, all En Suite- Yellow Door Guesthouse$
From $640 per night (USD)
VRBO
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)
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
From $455 per night (USD)
VRBO
3BR Mid-Century Modern Retreat Near Portland & Willard Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A stylish yet cozy retreat created by a writer-and-designer couple. Just minutes from Portland’s Old Port, beaches, and ...
From $455 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 $401 per night (USD)
VRBO
Historic home located on Bailey Island within walking distance to the Giant's Stairs.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to Coastal Breezes! If you're looking for the perfect Maine family getaway you've come to the right place. T ...
From $401 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Coastal Retreat Near Beach w/ Ocean Views !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New for 2025! Come enjoy a peaceful fall or winter stay at this beautiful, dog-friendly home with lovely views — just a ...
From $369 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Lakeside 2-bedroom cottage sleeps 4. In Naples. Gorgeous views. Steps to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting 600 feet of lake frontage o ...
From $305 per night (USD)
VRBO
From $972 per night (USD)
VRBO
Luxury Lakefront Retreat on Sebago Lake, Sleeps 10!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Be among the first to enjoy this newly available, fully upgraded lakefront retreat on Sebago Lake. The home recently und ...
From $972 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Oceanfront Sunrises & Sea Air – Harpswell Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Middle Bay Oceanfront Bungalow-- Nestled along the peaceful shores of Wood Landing Cove off Middle Bay, Middle Bay Bung ...
From $296 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Lakeside 2-bedroom home sleeps 6 in Naples. w/ AC. WiFi. Steps to the beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting six hundred feet of lake f ...
From $376 per night (USD)
VRBO
Click For Pricing
VRBO
Maine Family Getaway in charming Cape Elizabeth with AC, WiFi, Big Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this beautiful house in picturesque Cape Elizabeth. With three cozy bedrooms including one queen bed and two f ...
Click For Pricing
VRBO
From $1036 per night (USD)
VRBO
Luxury Maine Living on Peaks Island at Water's Edge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Water's Edge is a stunning newly built, 3 bedroom/3 bath modern home on Peaks Island Maine. Peaks is the closest islan ...
From $1036 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Lakeside cabin on Woods Pond with private dock - newly renovated
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Bryant Lodge! This newly renovated cabin on Woods Pond offers rustic charm with modern amenities. Relax on ...
From $355 per night (USD)
VRBO
$The Old Bell Tavern - Luxury in the Country\n3BDR w/AC and fantastic deck!$
From $552 per night (USD)
VRBO
The Old Bell Tavern - Luxury in the Country\n3BDR w/AC and fantastic deck!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
About this space Built in 1773, this unique property once served the as the town's central gathering place when it was k ...
From $552 per night (USD)
VRBO
From $720 per night (USD)
VRBO
A multi-level home on the cliffs of Casco Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Cliffside! This 3 bedroom, 2 bath stunner sits right on the cliffs of the open Atlantic Ocean. Cliffside is ...
From $720 per night (USD)
VRBO
From $1487 per night (USD)
VRBO
Ultra Lux, Rooftop Deck, Lap Pool, Arcade Games, 15 Mins to Portland, Sleeps 21
Bedrooms:
5
Bathrooms:
8
Sleeps:
21
Welcome to Titan at Town Landing! Experience luxury in this 6,220 sq ft home with two separate living spaces, perfect fo ...
From $1487 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Updated Historical beach cottage in Scarborough near beaches, old orchard & more
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in a quiet residential area in Scarborough, this delightful cottage offers a peaceful retreat for 6 guests. With ...
From $223 per night (USD)
VRBO
From $842 per night (USD)
VRBO
Casco Bay Classic - Oceanfront, 10MinsToPortland, Private Beach, Seaside Firepit
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to Casco Bay Classic, a 2,400 square foot oceanfront retreat set on 4.5 acres. Just minutes from downtown Portla ...
From $842 per night (USD)
VRBO
From $1277 per night (USD)
VRBO
Titan at Town Landing - Ultra Luxury, Roof Deck, Lap Pool, Arcade Games, Dogs OK
Bedrooms:
4
Bathrooms:
6
Sleeps:
17
Welcome to Titan at Town Landing! Experience luxury in this 4,254 sq foot home, perfect for multiple families or larger ...
From $1277 per night (USD)
VRBO
From $1062 per night (USD)
VRBO
Nest at Town Landing - 5 Min Walk to Ocean, 2 King Beds, 15 Mins to Portland
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Nest at Town Landing! This charming seaside home is perfect for small families or friends looking to experien ...
From $1062 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Stay here and experience the luxury of your own solar-powered, eco-friendly spa resort getaway in Maine! Enjoy a private ...
From $397 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Vacation In Maine At This Beautiful Shawnee Peak Ski-in/ski-out Condo For 8!
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Shawnee13 is an East Slope Condo that has pure on-mountain convenience with ski- in/ski-out, multi bedroom accommodation ...
From $463 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Charming waterfront 2-bedroom apartment on Peaks Island with WiFi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Peaks Island and downtown Portland are waiting for you at this fabulous 2-bedroom, waterfront, apartment on Peaks Island ...
From $400 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Lakefront home on Moose Pond with expansive views of Pleasant Mountain + hot tub
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Little Moose Point is a waterfront property on Moose Pond with spectacular views of Pleasant Mountain. The 4 bedroom, 1. ...
From $327 per night (USD)
VRBO
From $880 per night (USD)
VRBO
New Listing With Experienced Super Host- Lakefront Home Near Portland
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This is a new listing, but we are experienced hosts, with 50+ reviews and a 10/10 star rating on our current vacation re ...
From $880 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Contemporary lakefront house on Sebago Lake in Maine
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy your getaway at “The Treehouse,” a contemporary-style home surrounded by trees on beautiful Sebago Lake in Naples, ...
From $396 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Vacation home near coastal charming towns of Yarmouth, Falmouth, Freeport, Maine
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy up during summer season and spend a magical time enjoying the solitude of small towns. This stylish brand new townh ...
From $285 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Near Stover's Cove with gorgeous views of the world famous Cribstone Bridge.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to Bridgeview! This cute 3 bedroom, 2 full bath cottage sits comfortably near Stover's Cove with gorgeous views ...
From $449 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Charming, comfortable 2 Bedroom, One Bath, home, gorgeous views of Lowell's Cove--A great homeba...
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The Augustus Cottage is a perfect couples getaway and is conveniently located just a short distance from Lowell's Cove, ...
From $234 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a special vacation in beautiful coastal Maine ? Visit the Hideaway in Harpswell. Located just 50 minutes fro ...
From $305 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Hooked on The Harbor! A Peaceful Cottage Stay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You're invited to relax at this unique and tranquil getaway! A true Maine cottage tucked off a side road in the charming ...
From $216 per night (USD)
VRBO
From $478 per night (USD)
VRBO
The Auburn Colony is for the vacationer who wants to tap into the history and traditions of colon...
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
This turn of the century quintessential Maine cottage has had some renovations, while maintaining it’s period of archit ...
From $478 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Waterfront Chalet on Sebago Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
🌅 Unwind at our waterfront 4-bedroom chalet, nestled snugly along the tranquil shores of Kettle Cove on Big Sebago Lake ...
From $599 per night (USD)
VRBO
From $1126 per night (USD)
VRBO
Relaxing Long Lake Summer Retreat for the Whole Family
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Private and tranquil lakeside home with many amenities & spectacular views on Long Lake. Summer bookings are Sunday to ...
From $1126 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Highland Lakefront Haven- Private Dock, Swim, Kayak and Views of Mt. Washington!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lakefront Getaway on Highland Lake – Bridgton, ME Escape to this charming year-round chalet on the shores of crystal-cl ...
From $436 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Pine Point Beach - Private, quaint, charming space
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Less than 1 mile to beaches, golfing, hiking, kayaking, numerous outdoor activities, shopping and amazing restaurants o ...
From $328 per night (USD)
Expedia
From $758 per night (USD)
VRBO
WILLARD BEACH OASIS - steps from the beach and minutes to Portland!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Just steps to Willard Beach — Spacious, Sunny, and Full of Charm Welcome to your perfect beach getaway! This spacious f ...
From $758 per night (USD)
VRBO
From $1059 per night (USD)
VRBO
“The Beach House” Peaks Island Oceanfront Cottage
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
State of ME License Registration #STHR0068342025 The Beach House is an open concept design with 180 degree views of the ...
From $1059 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Step right out to the beach! Amazing location 7 min to Portland. Unit 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy ocean views and the beach right outside the front door. Willard Beach is a great sandy beach w/clear water for sw ...
From $589 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Ocean views 30 Steps to Willard Beach! Amazing location 7 min to Portland.Unit 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy ocean views and the beach right outside your door. Willard Beach is a great sandy beach w/clear water for swimmi ...
From $589 per night (USD)
Expedia
Click For Pricing
VRBO
Renovated Farmhouse Close to Sebago Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Family memories await in this oversized, renovated farmhouse just 1 lot away from Sebago Lake. With 5 bedrooms, there i ...
Click For Pricing
VRBO
From $437 per night (USD)
Expedia
Spacious 2BR Apartment in Historic West End!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your West End home away from home! This spacious 2 bedroom apartment offers a fresh spot for your next Portla ...
From $437 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Cozy log cabin home. 5 minutes to the beach, pet and family friendly home.
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Welcome to our charming log cabin, the perfect retreat for your family and furry friends! Nestled in a serene location, ...
From $288 per night (USD)
VRBO
From $477 per night (USD)
VRBO
Stunning Lakefront Escape on Little Sebago - Private Dock, Kayaks, Sunset Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy your own lakefront retreat on Little Sebago Lake. Beautiful lake views from floor to ceiling windows on both leve ...
From $477 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Bridgton Hideaway: Near Pleasant Mtn & Moose Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
6 min walk to Pleasant Mountain Ski Area (previously Shawnee Peak) and two rows back from Moose Pond, this inviting home ...
From $383 per night (USD)
VRBO
From $2951 per night (USD)
Expedia
Bliss Street Beach House by Bayley Vacation Rentals
Bedrooms:
3
Bathrooms:
6
Sleeps:
19
**This rental is brought to you by Bayley Vacation Rentals! ** Experience a perfect family/friends getaway at Bliss Str ...
From $2951 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Beautiful ocean views and spectacular sunsets at this modern beachfront home
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Enjoy beautiful ocean views and spectacular sunsets at this modern beachfront cottage overlooking Casco Bay. You'll love ...
From $357 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Moorings - Enjoy sweeping sunrises from this waterfront home on Basin Point.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy your vacation in this waterfront home offering expansive views of Casco Bay and the open ocean beyond. Lounge on ...
From $670 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Homeport - Modern oceanfront cottage overlooking quintessential Mackerel Cove
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely renovated from the foundation up and completed in August 2011, Homeport boasts a modern design that allows yo ...
From $458 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Bay Vista - 3BR, 2BA waterfront home with sunset views over Middle Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Waterfront Bliss Awaits at This Renovated Cottage on Middle Bay Step into the living room of this beautifully renovated ...
From $434 per night (USD)
Expedia
From $832 per night (USD)
VRBO
Sanctuary - The perfect waterfront setting for your summer vacation
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Perched overlooking Gun Point Cove, Sanctuary boasts stunning westerly views from a beautifully built Post & Beam style ...
From $832 per night (USD)
VRBO
From $744 per night (USD)
Expedia
A quintessential Maine cottage experience, captivating guests of all ages
Bedrooms:
2
Bathrooms:
8
Sleeps:
14
This charming turn-of-the-century Victorian offers more than just a place to stay—it’s an experience in itself, captivat ...
From $744 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience a classic Maine vacation at this beautiful summer cottage resting on the coast of Harpswell. Offering stunnin ...
From $419 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Pokomoke a Classic Sebago Lake Cottage
Bedrooms:
1
Bathrooms:
4
Sleeps:
12
Pokomoke is a classic cottage sitting in a private location on Sebago Lake. Every room in the house looks out to the be ...
From $402 per night (USD)
VRBO
From $2397 per night (USD)
VRBO
Luxury 7 Bedroom Family Beach house, Steps to Beach, Hot Tub, Sleeps 22, Parking
Bedrooms:
2
Bathrooms:
7
Sleeps:
22
Driftaway is a luxurious and spacious beach house just steps away from the warm sands of Pine Point Beach and the pictur ...
From $2397 per night (USD)
VRBO
From $226 per night (USD)
Expedia
4 bedroom house with Hot Tub, close to skiing and Moose Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A comfortable house to enjoy all four Maine seasons. Minutes to Pleasant Mountain for day and night skiing/riding. Knigh ...
From $226 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into your perfect Maine getaway—a charming and inviting coastal retreat designed to make every moment unforgettable ...
From $370 per night (USD)
VRBO
From $4224 per night (USD)
VRBO
Luxury Maine Oceanside Estate
Bedrooms:
7
Bathrooms:
6
Sleeps:
15
INDOOR HEATED SWIMMING POOL! Welcome to The Foreside in Falmouth, Maine. Our deepwater oceanfront luxury rental is locat ...
From $4224 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Modern Oceanfront Cottage on Middle Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This brand new modern, two bedroom/two bath cottage overlooks peaceful Middle Bay offering tidal views that bring stunni ...
From $288 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Historic Island Cottage, 5BR
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Spacious Victorian cottage built in 1885 by celebrated architect John Calvin Stevens, located on Little Diamond Island, ...
From $401 per night (USD)
VRBO
From $528 per night (USD)
VRBO
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 $528 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Recently Rebuilt Year Round Waterfront home on Sebago Cove, With Private Dock.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
New on the rental listing!! Old “Camp” was torn down and new beautiful lakeside retreat was built. Peaceful lakeside ...
From $368 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Charming Ocean-Front Guest House on Private 3-Acre Peninsula
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy our charming ocean-front guest house that is so close to the water's edge you will feel like you are on a boat. T ...
From $349 per night (USD)
VRBO
From $657 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 $657 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Peaceful, Rustic Old Town Cabin Harpswell Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Take a break and unwind at this peaceful oasis ! Perfect couples getaway ! Cozy cabin in Harpswell, with picturesque vie ...
From $219 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Serenity between the lakes and seashore
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Excellent access and yet woods on both sides. 6 minutes from the airport, 15 minutes to old port, 18 minutes to Sebago l ...
From $214 per night (USD)
Expedia
From $921 per night (USD)
VRBO
Your Own Private Lakefront Family Compound! - 250' Frontage w/ Spectacular Views
Bedrooms:
3
Bathrooms:
8
Sleeps:
14
Bring the whole family or group of friends and create memories to last a lifetime with your own private compound on tran ...
From $921 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Long Lake cabin with sandy beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful cabin on private cove with 200 ft sandy beach on beautiful Long Lake. Cabin has large deck for enjoying spec ...
From $444 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Summer Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Peak Summer Weekly Rentals, Friday-Friday June 23 --> September 8 Shoulder Season Rentals June 2nd --> 19 September 6- ...
From $359 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Relax in Raymond's lakefront 2-bedroom vacation home, just steps to Sebago Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
9
On the shores of Sebago Lake in Raymond, serene waves invite you to calm down. This 2-bedroom vacation home offers a pic ...
From $552 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Beautiful, secluded house located on water overlooking ski mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
If you can name it you can do it here!! This house is located on beautiful Beaver Pond and overlooks Shawnee Ski Mounta ...
From $585 per night (USD)
VRBO
From $409 per night (USD)
VRBO
Perfect Vacation Cottage, Filled with Sunshine and Laughter.
Bedrooms:
1
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 $409 per night (USD)
VRBO
From $458 per night (USD)
VRBO
2.5 floor home in the woods, short walk to Moose Pond & mins to Shawnee Peak!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Fabulous home with two & a half floors, 4 bedrooms, & a loft. It can sleep 13 comfortably. There’s a game area with a po ...
From $458 per night (USD)
VRBO
From $407 per night (USD)
VRBO
OCEAN VIEWS! WILLARD BEACH Cottage~2 min walk to beach, 9 mins to Old Port.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Please NOTE: The VRBO site is stating that we are "Sold Out" but it is incorrect. Please inquire and also please reque ...
From $407 per night (USD)
VRBO

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