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 $519 per night (USD)
VRBO
Waterfront log cabin nestled in the woods providing unparalleled privacy
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy your Maine vacation in this traditional waterfront log cabin. The summer home for one of the area's shipbuilding ...
From $519 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Attractive Oceanfront Home in Harmonious and Tranquil Setting , Brunswick,ME
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the family to this three-bedroom home with magnificent views of and access to historic Middle Bay. Our cove is hom ...
From $681 per night (USD)
VRBO
From $604 per night (USD)
VRBO
A Waterfront Retreat with Private Deep Water Dock. Dogs allowed upon request
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away on a private 1.5 acre property, this beautiful oceanfront retreat, just across the Cousins Island bridge, is ...
From $604 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Spectacular waterfront home with panoramic views on 4 private acres !
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 beds and 2 baths home with modern gourmet kitchen on 4 private waterfront acres. This quintessential Maine home is nam ...
From $592 per night (USD)
Expedia
From $627 per night (USD)
VRBO
The Waterfront Deckhouse-Pine Point Beach Waterfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The property is located in the waterfront Pillsbury Shores area of Pine Point. It has a corner scenic view of the sunris ...
From $627 per night (USD)
VRBO
$GREAT LOCATION IN PINE POINT NICE\n4 bedrooms 4 baths, sleeps 10, Central Air$
From $471 per night (USD)
VRBO
GREAT LOCATION IN PINE POINT NICE\n4 bedrooms 4 baths, sleeps 10, Central Air
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summer Place is an exciting newly renovated beach house that brings the old and new together with 9'6" high bead board c ...
From $471 per night (USD)
VRBO
From $812 per night (USD)
VRBO
Breathtaking Views, Amazing Waterfront Lakehouse, 100' of Private Sandy Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
There are four bedrooms, starting with the master which includes a king size bed, AC, full bathroom, walk-in closet, and ...
From $812 per night (USD)
VRBO
From $1008 per night (USD)
VRBO
Expansive Upscale Retreat on 2 Acres with Sebago Beach Access, Canal Dock, A/C
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to Sebago Retreat, a haven of tranquility nestled along the serene Peninsula Canal on Sebago Lake in Standish, M ...
From $1008 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Peaceful Lakefront Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Four-season waterfront cottage with three bedrooms, two bathrooms, and a screened-in porch overlooking quiet Highland La ...
From $274 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Brand New 6 Bedrooms, 5.5 baths, with water views, sleeps 18
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
All the amenities needed for a great, pleasing and comfortable vacation. Central air conditioning, gas stone fireplace, ...
From $578 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Three Bedroom Ocean Home At Scarborough Beach On Prouts Neck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Well appointed, fully furnished with dishes, linens, Internet and t.v. Also has a large multi purpose room. Also equip ...
From $673 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Newly built 5 bedrooms with great water/marsh views, Central air, Pickleball
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summer Place II at Pine Point is newly built 5 bedrooms 3.5 baths that sleeps 12 very comfortably. 1st floor has a large ...
From $514 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy home located in a very quiet and family friendly neighborhood at the end of a dead end street. Brookside has a larg ...
From $328 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Private Water Access and Dock, Amazing Sunsets and Ocean Views in Historic House
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
**LAST MINUTE LUCKY Now offering a special for week of August 23rd, 20205 as we had a cancellation*** Our family house ...
From $526 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Hidden Haven at Moose Pond by Shawnee Peak in Knights Hill.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This beautiful 3 bdrm/2bath (sleeps 10) house is nestled in the picturesque lakes region in the town of Bridgton, Maine. ...
From $407 per night (USD)
VRBO
From $1699 per night (USD)
VRBO
Oceanfront Estate - Heated Pool - Hot Tub - Acre of Land
Bedrooms:
5
Bathrooms:
10
Sleeps:
24
Oceanfront estate with over an acre of direct oceanfront on Grand Beach in Scarborough. 5,600 square foot home with Ten ...
From $1699 per night (USD)
VRBO
From $1125 per night (USD)
VRBO
Long Lake, Harrison, Naples, Bridgton, Windham, Sebago Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Spacious, 5 bedroom House, in the heart of the Lakes Region. The home has large kitchen, living room with fireplace(fire ...
From $1125 per night (USD)
VRBO
From $656 per night (USD)
VRBO
Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This is an Upscale All-Season Vacation Property! This Highland Lake home is on two quiet acres with a small sandy beach, ...
From $656 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Waterfront Main House & Guest Cottage- Casco Bay, So. Harpswell.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
PLEASE READ ALL THESE DETAILS CAREFULLY. All rentals are from Saturday to Saturday for ONE WEEK MINIMUM STAY. If there ...
From $430 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Spectacular 8 Acre Oceanfront Property with Beautiful Sunsets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your cozy “bungalow” is part of an incredible 8-acre private estate with a private beach, walking trails, cliff views, a ...
From $285 per night (USD)
VRBO
$The Ideal Maine Lakeside Getaway: \Pinewoods\ on Moose Pond$
From $494 per night (USD)
VRBO
The Ideal Maine Lakeside Getaway: \"Pinewoods\" on Moose Pond
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
LAKEFRONT HOME: Beautiful two level Maine lakeside vacation home with open concept living room, dining room and kitchen. ...
From $494 per night (USD)
VRBO
From $1990 per night (USD)
VRBO
Oceanfront & Panoramic Views at Higgins Beach
Bedrooms:
5
Bathrooms:
8
Sleeps:
17
This spectacular new property sits ocean front with breathtaking, panoramic views from almost every room. Enjoy four flo ...
From $1990 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Beautiful Oceanfront Apartment, scenic views and water access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Truly get away from it all on Little John Island in Yarmouth, ME. Accessible by car from Cousins Island, Little John Isl ...
From $247 per night (USD)
VRBO
From $188 per night (USD)
Expedia
1 room luxury ocean front studio cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio cottage, newly renovated with granite countertops, granite shower enclosure, beautiful wood floors overlooking th ...
From $188 per night (USD)
Expedia
$Romantic getaway for 2\n\nPEAK fall foliage!!!\n\n\n\n\n\n\n\n$
From $270 per night (USD)
VRBO
Romantic getaway for 2\n\nPEAK fall foliage!!!\n\n\n\n\n\n\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small camp on Trickeypond only 1.3 miles to the center of Naples ...
From $270 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Lakefront cabin with shared firepit & access to Sebago Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Wellhouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $113 per night (USD)
Expedia
From $304 per night (USD)
VRBO
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 $304 per night (USD)
VRBO
From $1666 per night (USD)
VRBO
Large waterfront family lake house - everything for the lake!
Bedrooms:
5
Bathrooms:
8
Sleeps:
18
Large lakefront home on Sebago Lake. Ideal for family reunions or large groups! Built for entertaining with a large dini ...
From $1666 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Lawless Log Cabin - cozy, newly renovated cabin
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Come stay at our peaceful, newly renovated cabin, located on the outskirts of Brunswick, close to Harpswell ! This log c ...
From $306 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Spacious Country Home Freeport, Only 5 min to LL Bean!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Fully furnished and recently renovated! Fast WiFi, Smart TVs, spacious backyard with fire pit, back deck with grill & ou ...
From $467 per night (USD)
Expedia
From $1063 per night (USD)
VRBO
Long Lake - Gorgeous Sandy Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to Naples Maine, located 35 miles west of Portland. The home is located on long lake with 100+ of gorgeous sandy ...
From $1063 per night (USD)
VRBO
From $1028 per night (USD)
Expedia
Peaceful House in the Woods near Desert of Maine
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax with family and friends at this peaceful home in the woods. This 4-bedroom, 3000 sq.ft. house has lots of space f ...
From $1028 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Expansive Retreat - All-Season Contemporary Farmhouse [Lakes & Mountains]
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
Relax & enjoy over 2,000 sq. ft. of tastefully detailed and fully furnished space set back from the road on a private lo ...
From $320 per night (USD)
VRBO
From $614 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 $614 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Charming pet-friendly waterfront home with beautiful views of Highland Lake!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your own slice of paradise on Highland Lake in Bridgton! This charming lakefront home features 2 cozy bedroom ...
From $426 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Cozy Waterfront Cottage in Harpswell, Maine
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located on an ocean cove in Harpswell, Maine this cozy waterfront cottage is the perfect base camp for coastal adventure ...
From $309 per night (USD)
Expedia
From $285 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 $285 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Beautiful and quiet Cottage with 230' Frontage on Gun Point Cove
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The cottage is located on the west side of Gun Point Cove 20 feet above and 50 feet from the water’s edge on a very priv ...
From $387 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Cozy oceanfront cottage on Orr's Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This one bedroom guest cottage is great for a couple looking for an island escape. The property is located on a quiet c ...
From $323 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Rose Cottage Oceanfront with Private Dock
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Oceanfront cottage sleeps 4 people. Close to other Maine attractions. Enjoy your morning coffee on the covered porch loo ...
From $624 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Converted 1830 Church - Newly Renovated For your Stay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
It's rare to find a place that's both historic, one-of-a-kind and located .5 mi from Both Long & Crystal Lakes in Maine. ...
From $553 per night (USD)
VRBO
From $662 per night (USD)
Expedia
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 $662 per night (USD)
Expedia
Click For Pricing
VRBO
WittsEnd in Knights Hill, Bridgton Maine. Moose Pond, Pleasant Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Large, Comfortable, Quiet, well appointed home. 4 Bedrooms, 2 full bathrooms, library, large dining room, cozy living ro ...
Click For Pricing
VRBO
From $766 per night (USD)
Expedia
Brandy Pond oasis w/ large lawn and beautiful sandy beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience this newly renovated ultimate waterfront experience at this stunning cottage located in Naples, in the Sebago ...
From $766 per night (USD)
Expedia
From $859 per night (USD)
VRBO
Driftwood Cottage by Bayley Vacation Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
**This rental is brought to you by Bayley Vacation Rentals!** Driftwood Cottage is a charming 2-story home just steps f ...
From $859 per night (USD)
VRBO
From $424 per night (USD)
VRBO
This cozy Maine cottage is the perfect location enjoying sunrises!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Tondreau's! Nestled at the end of Tondreau's Point overlooking Quahog Bay, this cozy Maine cottage is the pe ...
From $424 per night (USD)
VRBO
From $403 per night (USD)
VRBO
East End Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated in 2023! The East End guesthouse is a stylish 1 bedroom apartment located parkside directly at the top ...
From $403 per night (USD)
VRBO
From $985 per night (USD)
VRBO
Sunsets over Sebago Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
View the beauty of Sebago Lake’s sunsets from your own private deck at this stunning property! This spacious lakefront h ...
From $985 per night (USD)
VRBO
From $353 per night (USD)
VRBO
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The perfect seaside retreat, The Bailey Island Condo is conveniently located on Bailey Island overlooking scenic Mackere ...
From $353 per night (USD)
VRBO
From $1133 per night (USD)
Expedia
Seaside HOT TUB Oasis - Only STEPS from the Beach!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
WELCOME TO THE SUMMER WIND Perfectly located only three houses from the entrance to Pine Point Beach, this hot tub oasi ...
From $1133 per night (USD)
Expedia
From $1548 per night (USD)
VRBO
Pine Point Beach Retreat! 8 Bedroom, Pet Friendly family compound
Bedrooms:
3
Bathrooms:
8
Sleeps:
17
-Local owners with 10 years experience hosting over 100 reviews -8 Bedroom, 3 Bath, 4 Showers, 2 Kitchens -Walk to 7 lo ...
From $1548 per night (USD)
VRBO
From $693 per night (USD)
VRBO
New Listing - Private Oceanfront Property on Peaks Island, Maine - Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Heaven on Earth - Welcome to The House at Table Rock. Only steps from the open ocean with over an acre of property on P ...
From $693 per night (USD)
VRBO
From $417 per night (USD)
VRBO
New England Charm, Portland - Parking included
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Tucked in trendy Oakdale, this chic renovated apartment blends Portland's quintessential charm with modern style blocks ...
From $417 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Walnut Hill Townhouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This centrally located townhouse is just minutes to several restaurants (brickyard hollow brewpub is a personal favorite ...
From $318 per night (USD)
Expedia
Click For Pricing
VRBO
Chef's Dream Kitchen in Downtown 2 Bedroom Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The tall oak finished entryway of this urban home guides you into a spacious open concept floorplan and 11.5-foot ceilin ...
Click For Pricing
VRBO
From $450 per night (USD)
Expedia
River’s Ranch
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience modern comfort in our eco-friendly home, completed in 2023. Explore Brandy Pond's beach or Sebago Lake State ...
From $450 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Cozy countryside cottage located on Crooked river in Naples Maine.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Cozy countryside cottage located on 100 feet of waterfront on the Crooked River. Enjoy access to Sebago Lake, Brandy Pon ...
From $323 per night (USD)
VRBO
From $523 per night (USD)
VRBO
Sunny spot minutes from Portland
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This house resides in a tranquil & scenic neighborhood and is a short drive to Portland's Eastern Promenade, the Downtow ...
From $523 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Ole Greeley Cottage - Classic oceanfront, pet-friendly Bailey Island cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Ole Greeley Cottage, a charming, classic Maine cottage with stunning ocean views over Merriconeag Sound. You' ...
From $421 per night (USD)
VRBO
From $902 per night (USD)
Expedia
Experienced Host! Steps to Beach! 7BR Island Retreat w/ Firepit, Bikes, Porches
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Spacious, Comfort-Filled Accommodations 7 beautifully appointed bedrooms, 4 with private ensuites, plus a versatile bonu ...
From $902 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Relaxing Retreat! 6 Miles from the beach and close to Portland!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This unique cottage has a style all its own. Discover modern comfort in our brand-new suburban tiny home located in The ...
From $186 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Spacious Harrison Cabin ~ 1 Mi to Long Lake!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Located within a mile of Long Lake and Crystal Lake, this beautiful vacation rental in Harrison is the perfect spot for ...
From $507 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Little Sebago Lake Home with Boat Slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our new 3-bed, 2-bath home near Little Sebago Lake! Pine tongue and groove accents, open concept living area ...
From $424 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Modern A-frame house with hot tub and fire pit. Very private!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the serene beauty of Sebago, Maine with a luxurious stay at our private woodland retreat. Nestled amidst tower ...
From $463 per night (USD)
VRBO
Click For Pricing
VRBO
Downtown 2 Floors Waterviews Off-Street Parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Be the first to stay in this newly renovated 4BR, 2BA apartment just 3 blocks from Casco Bay, available starting July 7. ...
Click For Pricing
VRBO
From $914 per night (USD)
Expedia
Lakefront on Sebago Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
OCCUPANCY LIMIT 8 - 3-bedroom 2 bath lakefront on Sebago Lake. Lake views from the open concept living room and kitchen ...
From $914 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Enjoy sunrise views over Sebago Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
OCCUPANCY LIMIT 8- A 3-bedroom 2.5 bath house with stunning views. This property has 180 degrees of unbeatable mountain, ...
From $374 per night (USD)
VRBO
Click For Pricing
Expedia
Sunny 3 bedroom cottage with water rights
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Keep life simple at this peaceful cottage with water rights to a shared association beach just a short walk from cottage ...
Click For Pricing
Expedia
From $340 per night (USD)
VRBO
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $340 per night (USD)
VRBO
From $1324 per night (USD)
VRBO
Little Anchor - a waterfront, Maine retreat.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
A resplendent waterfront property nestled amidst the serene beauty of Castle Road in the quaint village of South Freepor ...
From $1324 per night (USD)
VRBO
From $670 per night (USD)
VRBO
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Spacious Cozy 4 bedroom, 2 bath Back Cove 2nd floor condo in a lovely Portland neighborhood. Great for groups and famili ...
From $670 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Second floor space with modern conveniences & artistic charm.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This second floor unit comprises of two bedrooms and one bathroom. *Important to note: The bathroom can only be accessed ...
From $235 per night (USD)
Expedia
From $1635 per night (USD)
VRBO
Coastal Beach Oasis with Sunset views from 1st, 2nd, 3rd floor decks! Brand new!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
No detail was overlooked in the design and construction of this beautifully appointed marshview /seaside estate . The r ...
From $1635 per night (USD)
VRBO
From $462 per night (USD)
Expedia
BEACHFRONT ON LONG BEACH,SEBAGO LAKE
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
OCCUPANCY - STRICT LIMIT 7 - NO PETS - SEBAGO LAKE BEACHFRONT. Comfortable, classic shorefront summer cottage on Long Be ...
From $462 per night (USD)
Expedia
From $293 per night (USD)
VRBO
WARD'S COVE WITH VIEWS OF SEBAGO LAKE. SHORT WALK TO ASSOCIATION BEACH
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
OCCUPANCY- LIMIT 4. 2-bedroom 1 bath cottage just a short walk away from an association beach in Ward's Cove. An open f ...
From $293 per night (USD)
VRBO
From $1065 per night (USD)
Expedia
Charming Maine cottage & guest house with easy water access on Long Lake!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
** NOW OFFERING A SPRING SPECIAL ** Experience lakeside living at its finest with this charming Long Lake retreat, perf ...
From $1065 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Cabin at The Dock Of The Bay -Lakefront w/Mooring
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Steps from the shores of Long Lake with a mooring for your boat and a private, sandy association beach (five cabins). Wo ...
From $436 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Welcome to your relaxing, coastal getaway ! Oceanfront home nestled on the picturesque Orrs Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
New Listing for 2025 ! Be the first to enjoy this oceanfront home! Tranquil Tides Retreat offers spectacular sweepin ...
From $455 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Nature, Pool, Hot tub&Lakes! Mins to Sebago &More
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This spacious home is nestled minutes away from the stunning Jordan Bay, Sebago Lake. This open concept home, features a ...
From $517 per night (USD)
VRBO
From $388 per night (USD)
VRBO
On Top of the Sea North Harpswell House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Privately situated Cape Cod house perched on top of the Harpswell Sound in North Harpswell, Maine with two seaside decks ...
From $388 per night (USD)
VRBO
From $198 per night (USD)
VRBO
West End Bright Spot with Parking.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This apartment is in the center of Portland's West End. With many restaurants and cafes, the State Theater, PMA & histor ...
From $198 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Rare Single Family Home in Munjoy Hill Neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This single family home in Portland's Munjoy Hill neighborhood offers 3 bedrooms, including 2 queen beds and 1 sofa bed, ...
From $528 per night (USD)
VRBO
From $1211 per night (USD)
VRBO
West End Chic - Chef's Kitchen, Pool Table, W/D
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
West End Chic is a Bright, Spacious Home with Unique Touches & Family-Friendly Fun! ***Please Read Full Property Descr ...
From $1211 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Cozy Naples Escape - Nestled in Lakes & Mountains
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: This charming house is nestled among tall trees in a peaceful, secluded Maine setting. On a spacious lot, it of ...
From $313 per night (USD)
Expedia
From $403 per night (USD)
VRBO
NEW BUILD 3 BR COTTAGE, Salt water hot tub, apple orchards, kayaks, paddleboard
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
NEW construction, IMMACULATE private home, sleeps 6 - 4 bedrooms with 1 full and 1 half bath. - BRAND NEW salt water h ...
From $403 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Falmouth Foreside, Maine-Walk to ocean beach, market and restaurant.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nicely finished and appointed stylish apartment in Falmouth Foreside. Walk to waterfront at Town Landing, Portland Yacht ...
From $314 per night (USD)
Expedia
Click For Pricing
VRBO
Columbus Day Rental Oct 8-13
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to this charming 3-bedroom cottage in Raymond. Unwind in the cozy bedrooms featuring 2 queen beds, 1 bunk bed, an ...
Click For Pricing
VRBO
From $1810 per night (USD)
Expedia
WATERFRONT ON BRANDY POND! SLEEPS 20!!
Bedrooms:
3
Bathrooms:
7
Sleeps:
20
OCCUPANCY LIMIT 20 - 5 bedrooms with 3 bathrooms. There are also two lofts for extra sleeping space. This beautiful hom ...
From $1810 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful oasis tucked in the woods of Sebago. Quaint, nearly new Cape on 3 wooded a ...
From $331 per night (USD)
VRBO
From $2771 per night (USD)
Expedia
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
One-of-a-kind Pine Point Beach family compound. Spend time with family & friends while also enjoying separate spaces. Th ...
From $2771 per night (USD)
Expedia
From $286 per night (USD)
VRBO
New for 2025! Pet-Friendly Lakeside Retreat on Peaceful Thomas Pond!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled on the tranquil shores of Thomas Pond, this charming one-bedroom, one-bathroom cottage offers the perfect settin ...
From $286 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Peaceful & minutes from the Old Port with private parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 1 sunny bedroom apartment is located in the peaceful neighborhood of Knightville. There are several excellent dinin ...
From $246 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Serene Hilltop Home with Breathtaking Mountain Views, Fireplace, and Wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Hilltop Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $374 per night (USD)
VRBO
From $588 per night (USD)
Expedia
3-story waterfront haven w/ unparalleled views, Hotspring spa, watch our video!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Unparalleled Water Views, Hot Springs Spa, Dock, Fully Equipped Kitchen, Weber BBQ, Lakefront patio! Imagine waking up ...
From $588 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Serene Lakefront Lodge with Private Beach, BBQ Grill, Dock and Game Room
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casco Lakehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $341 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Charming 1-bedroom apartment at Seacoast Adventure
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a unique stay at this charming 1-bedroom apartment in Windham. This unit is located inside of Seacoast Adventure w ...
From $186 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Cozy Retreat in Harpswell, with Historic Charm and Modern Comfort
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Experience peak foliage season in cozy coastal charm! Book your fall escape at our charming Harpswell farmhouse—where vi ...
From $299 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this 2-bedroom designer home in Harpswell. This fabulous home features beautiful decor with beautiful views; th ...
From $348 per night (USD)
Expedia
From $317 per night (USD)
VRBO
WOOD THRUSH - 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 $317 per night (USD)
VRBO
From $427 per night (USD)
Expedia
NUTHATCH - 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

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