Cumberland Area Rentals
From $742 per night (USD)VRBO
Highpoint Hideaway | Incredible Views on 5 Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Highpoint Hideaway, a beautiful 4-bedroom, 2.5-bath Bridgton retreat with breathtaking mountain views, pine c ...
From $742 per night (USD)VRBO
From $1991 per night (USD)VRBO
New Construction Home & Guest House on Long Lake 5 bedrooms, 3.5 Baths
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to "Pleasant View" on Long Lake in beautiful Harrison, Maine — a stunning new construction retreat designed for ...
From $1991 per night (USD)VRBO
From $496 per night (USD)VRBO
Lakes & Lifts • Hiking • Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy summer at this cozy Pleasant Mountain condo! Walk out the door to explore nearby hiking trails, and head to Moose ...
From $496 per night (USD)VRBO
From $1000 per night (USD)Expedia
Waterfront Retreat with Panoramic Water Views- 4 Bedroom/2.5Baths
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to the Maine coast and wake up to breathtaking water views from nearly every room. This spacious waterfront retre ...
From $1000 per night (USD)Expedia
From $662 per night (USD)VRBO
The Wildwood | Bridgton Log Cabin w/ Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience true Maine comfort in this inviting log cabin, The Wildwood, tucked off Knights Hill Road in Bridgton. Enjoy ...
From $662 per night (USD)VRBO
From $269 per night (USD)Expedia
Tranquil and Convenient 3-bedroom house with AC in charming Freeport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Freeport, this house is a dream for guests seeking a soothing getaway. With three spacious bedrooms, each fea ...
From $269 per night (USD)Expedia
From $577 per night (USD)VRBO
Spacious 4BR Portland Retreat 4 King Beds + BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
About this space Our spacious, beautifully designed home, is thoughtfully set up for a comfortable stay. This stylish 4- ...
From $577 per night (USD)VRBO
From $109 per night (USD)VRBO
Portland Escape Near Old Port Dining, Airport Shuttle & Indoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $109 per night (USD)VRBO
From $189 per night (USD)VRBO
Relax in a King Suite Near Maine Mall w/ Heated Indoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $189 per night (USD)VRBO
From $177 per night (USD)VRBO
King Suite w/ Sofabed Near Portland Dining, Shops & Airport Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $177 per night (USD)VRBO
From $137 per night (USD)VRBO
King Room on Premium Floor w/ Free Parking l Near Portland Jetport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $137 per night (USD)VRBO
From $355 per night (USD)Expedia
Cozy 1-bedroom cottage in soothing Standish with AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get ready to relax in this 1-bedroom cottage in Standish with a Lake VIEW (no public access on this Lake. Only 12 min dr ...
From $355 per night (USD)Expedia
From $319 per night (USD)VRBO
3 Units| Portland Retreat Minutes From Jetport, Shopping & Waterfront Dining
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $319 per night (USD)VRBO
From $196 per night (USD)VRBO
Family Getaway Near Downtown Portland & Maine Mall w/ Indoor Pool l 2 Units
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $196 per night (USD)VRBO
From $109 per night (USD)VRBO
Relax Near Old Port Portland l w/ Heated Indoor Pool & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $109 per night (USD)VRBO
From $118 per night (USD)VRBO
King Room Near Maine Mall w/ Heated Indoor Pool & Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $118 per night (USD)VRBO
From $118 per night (USD)VRBO
Portland Stay Near Maine Mall l w/ Indoor Pool & Free Airport Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $118 per night (USD)VRBO
From $147 per night (USD)VRBO
Premium King Retreat w/ Indoor Pool l Near Maine Mall & Old Port
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from Maine Mall and 2 miles from the jetport, our hotel offers a free 24/7 shuttle. Discover the historic Wadswort ...
From $147 per night (USD)VRBO
From $393 per night (USD)VRBO
Oceanfront Luxury Retreat on Pine Point Beach – Steps to the Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your private coastal retreat on Scarborough’s coveted Pine Point Beach. This freshly renovated, first-floor 1 ...
From $393 per night (USD)VRBO
From $295 per night (USD)Expedia
Cozy 1-bedroom apartment in lovely Gorham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Gorham, just 15 minutes from Portland International Jetport and 10 minutes from the Maine Mall, Target, and W ...
From $295 per night (USD)Expedia
From $325 per night (USD)VRBO
Tranquility between the Lakes & Sea
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Excellent access and yet woods on two sides. 7 minutes from the airport, 15 minutes to the Old Port and 18 minutes to Se ...
From $325 per night (USD)VRBO
From $865 per night (USD)Expedia
4BR/3BA Near Old Port + Parking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Perfect for group getaways, this beautifully maintained historic Portland home offers two private apartments u ...
From $865 per night (USD)Expedia
From $744 per night (USD)VRBO
Sleeps 10 | 2 Kitchens | Near Back Cove | Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Enjoy the flexibility of two separate units within one private home near Portland’s scenic Back Cove, ideal fo ...
From $744 per night (USD)VRBO
From $753 per night (USD)Expedia
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
Summary: Perfect for large groups, families, or business travelers, this expansive 7-bedroom home offers comfort, conve ...
From $753 per night (USD)Expedia
From $2900 per night (USD)VRBO
The Hamilton House in Naples (ME)
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 28
The Hamilton House has 11 bedrooms and can accommodate up to 28 guests. It includes a kitchen with a butler’s pantry, a ...
From $2900 per night (USD)VRBO
From $648 per night (USD)Expedia
Oceanside Oasis, New Listing, Steps from the Ocean, Perfect Bailey Isl Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Listing! Welcome to Oceanside Oasis — Your Coastal Escape on Beautiful Bailey Island Slow down to the rhythm of th ...
From $648 per night (USD)Expedia
From $523 per night (USD)VRBO
Waterfront Home on Beautiful Frye Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 607 Leisure Lane, an exceptional waterfront getaway on beautiful Frye Island. Set on a private lot with over ...
From $523 per night (USD)VRBO
From $466 per night (USD)Expedia
UPTA CAMP Sand Pond Serenity: 3BR, 2.5 Bath Waterfront Home with Private Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to UPTA CAMP your Maine escape. This 3-bedroom, 2.5 bath waterfront camp sits directly on the shores of Sand Pon ...
From $466 per night (USD)Expedia
From $329 per night (USD)VRBO
1st FL Downtown Grand Brunswick
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a stylish experience at this centrally-located apartment in downtown Brunswick. You have a king size bed and a p ...
From $329 per night (USD)VRBO
From $747 per night (USD)Expedia
Cozy, Tranquil Lakefront Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your relaxing Maine hideaway on Highland Lake. Nestled on quiet Amber Lane, this cozy lakefront retreat is th ...
From $747 per night (USD)Expedia
From $654 per night (USD)VRBO
3-bedroom cottage on Forest Lake in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Windham adventure begins at this 3-bedroom cottage on Forest Lake. Inside, guests find three queen beds, offering p ...
From $654 per night (USD)VRBO
From $139 per night (USD)VRBO
PWM Airport 2 Queens Room Breakfast, Pool & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in a Suite 2 Queen beds, ideal for business or leisure stays near the airport, shopping, and downtown attractions. ...
From $139 per night (USD)VRBO
From $129 per night (USD)VRBO
PWM Airport King Room with Breakfast, Pool & Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relax in a 1 King Bed Suite with sofa bed, ideal for business or leisure stays near the airport, shopping, and downtown ...
From $129 per night (USD)VRBO
From $506 per night (USD)Expedia
Modern comfort meets Maine charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to The Hartley House. Relax in this spacious, serene retreat just minutes from Portland’s Old Port. Close to res ...
From $506 per night (USD)Expedia
From $654 per night (USD)VRBO
Tranquil 3-bedroom cottage in Windham on Forest Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Windham is waiting for you at this 3-bedroom cottage on Forest Lake. Inside, guests find three cozy queen beds and two b ...
From $654 per night (USD)VRBO
From $219 per night (USD)VRBO
Lovely apartment in Brunswick, 2 mins to Bowdoin & Amtrak
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your cozy getaway awaits in Brunswick at this nice apartment. Guests will find one bedroom with a queen bed and a peacef ...
From $219 per night (USD)VRBO
From $578 per night (USD)VRBO
Private beach and dock: Beautiful views, dog friendly, large deck, mooring & AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Blueberry Point, your idyllic waterfront retreat on the shores of Big Sebago in picturesque Raymond, Maine. T ...
From $578 per night (USD)VRBO
From $654 per night (USD)Expedia
Sebago Basin Retreat | Sleeps 12 | Beach Access | Mooring | Kayaks | Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Escape to Sebago Basin Retreat, a spacious 6-bedroom family getaway just a 2–3 minute walk from Sebago Basin’s ...
From $654 per night (USD)Expedia
From $871 per night (USD)VRBO
Coastal Escape on Cousins Island in Yarmouth, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy ...
From $871 per night (USD)VRBO
From $475 per night (USD)Expedia
Modern Waterfront Apt with Bay Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wake to sweeping ocean views and the quiet beauty of Mackworth Island from this brand-new one-bedroom coastal retreat. T ...
From $475 per night (USD)Expedia
From $395 per night (USD)VRBO
Unique Yurt Cabin Experience in Woods w/ Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Picturesque Lakes | Scenic Drives | Serenity Get back to nature with a stay at this unique Harrison vacation rental! Th ...
From $395 per night (USD)VRBO
From $244 per night (USD)Expedia
Sebago Lake Private Beach Front Classic Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a vintage Maine cabin with nostalgic charm and modern conveniences that make your stay comfortable. From airy c ...
From $244 per night (USD)Expedia
From $658 per night (USD)VRBO
3 bedroom home on Panther Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Consider this cottage your home away from home while you visit Raymond. This adorable retreat features three cozy bedroo ...
From $658 per night (USD)VRBO
From $520 per night (USD)Expedia
3-bedroom cottage in Harpswell with waterfront access to ash cove
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
A charming seaside retreat. Tucked away on a quiet lane this cottage features wide open water views that capture the tra ...
From $520 per night (USD)Expedia
From $432 per night (USD)VRBO
Lakefront Sebago Getaway with Dock, Canoe & Cozy Campfire Nights
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the peaceful shores of beautiful Sebago Lake and experience the classic Maine lake vacation. Whether you're lo ...
From $432 per night (USD)VRBO
From $257 per night (USD)VRBO
A rustic Maine log cabin with water access.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Log Cabin! Tucked beneath towering evergreens and surrounded by the quiet stillness of the Maine woods, ...
From $257 per night (USD)VRBO
From $1244 per night (USD)VRBO
Book 3 Nights, and get the 4th Night FREE. Hot Tub & Sauna.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Your Quintessential Maine vacation awaits in this 4500 square-foot home with 4 bedrooms and 5 baths! Enjoy watching eagl ...
From $1244 per night (USD)VRBO
From $295 per night (USD)Expedia
Salmon Cottage on the Stunning West Shore of Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Salmon Cottage is a comfortable Sebago Lake cottage that’s just right for families or small groups. With room for up to ...
From $295 per night (USD)Expedia
From $280 per night (USD)VRBO
Black Bear Cottage on the Stunning West Shore of Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Black Bear Cottage is a homey Sebago Lake cottage with a fun, lively atmosphere close by. With room for up to 4 guests, ...
From $280 per night (USD)VRBO
From $298 per night (USD)Expedia
Big Moose Cottage on the Stunning West Shore of Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Big Moose Cottage is a spacious Sebago Lake cottage designed for families and friends looking for a comfortable Maine la ...
From $298 per night (USD)Expedia
From $233 per night (USD)VRBO
Charming lakefront cottage 20min to Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our little cedar-shingle cottage sits on 75 feet of pristine lakefront and is the perfect spot to slow down, unplug, and ...
From $233 per night (USD)VRBO
From $472 per night (USD)Expedia
Whitetail Chalet @ Bridgton with Hot Tub/5 min from pleasant mountain/Dogs ok
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Whitetail Chalet! The Chalet offers 3 full bedrooms, 1-bath, and open loft space with twin bed. Enjoy the ...
From $472 per night (USD)Expedia
From $449 per night (USD)VRBO
Ski, Swim, Kayak, Fish & Boat! Fam Bridgton Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Community Beach on Moose Pond | Pet Friendly w/ Fee | 1 Mi to Boat Ramp Make the most of summer in Maine at this updated ...
From $449 per night (USD)VRBO
From $417 per night (USD)Expedia
The Point - A tranquil Lakefront 2-bedroom cottage-style home on Sabbathday Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Our perfect summer/fall lakefront retreat offers all the conveniences in a traditional cottage-style home on the shore o ...
From $417 per night (USD)Expedia
From $377 per night (USD)VRBO
Charming Home with Private Neighborhood Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
One of the home’s standout features is access to a rare, approximately 500-foot-wide sandy beach, shared exclusively wit ...
From $377 per night (USD)VRBO
From $424 per night (USD)VRBO
Cozy Mountain Home -close to lakes+trails+skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect all-season cozy escape. Burrowed on Fitch hillside this 4 bedroom/ 3 full bathroom house over looks a mountainou ...
From $424 per night (USD)VRBO
From $570 per night (USD)VRBO
Lake Views • Private Beach • Fire Pit • Game Barn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to lake views and loon calls. Steps from your private beach, this Naples retreat sleeps 8 with a game barn (pool ...
From $570 per night (USD)VRBO
From $813 per night (USD)Expedia
130-year-old Maine Cottage by the Sea, Private Waterfront, Firepit, Refreshed
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
*NOTE: We are considering purchasing a wood burning sauna to tuck into the woods on our property. Please message if this ...
From $813 per night (USD)Expedia
From $403 per night (USD)VRBO
New luxurious one bedroom, Big Sebago Lake getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You will be staying steps from big Sebago lake in a new luxurious 1-BR. This short term rental apartment that sleeps 2+ ...
From $403 per night (USD)VRBO
From $983 per night (USD)VRBO
Experience modern comfort, historic surroundings, and resort amenities on GDI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to one of Maine’s most unique destinations at this beautiful 3‑bedroom, 2.5‑bath condo on Great Diamond Island. J ...
From $983 per night (USD)VRBO
From $112 per night (USD)VRBO
Great suburban location close to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Wonderful and cozy 1 bedroom unit in quiet location only 10 minutes drive/Uber to downtown Portland. Close to walkin ...
From $112 per night (USD)VRBO
From $972 per night (USD)Expedia
Three bedroom in United States of America, Freeport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to the water. This newly renovated Freeport home sits perched above its own small sandy beach on Casco Bay, with ...
From $972 per night (USD)Expedia
From $522 per night (USD)VRBO
Cozy Maine Camp on Private Peninsula
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Experience Raymond like a local in this adorable 3-bedroom house. Inside, guests find a cozy camp perfect for families o ...
From $522 per night (USD)VRBO
From $654 per night (USD)Expedia
Tranquil 3-bedroom Lake house on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Escape to our stunning, all-season lake house on Sebago Lake! This three-level retreat offers breathtaking lake views (a ...
From $654 per night (USD)Expedia
From $1093 per night (USD)VRBO
Spacious Lakeside Four-bedroom Home on pristine Crystal Lake in Harrison, Maine
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled along the peaceful shores of one of Maine's most beautiful and peaceful lakes, this spacious 4-bedroom lakefront ...
From $1093 per night (USD)VRBO
From $909 per night (USD)Expedia
The Lantern-Downtown Freeport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Maine get away! Located right in the heart of downtown Freeport, where you can park your car and ...
From $909 per night (USD)Expedia
From $347 per night (USD)VRBO
Close to the Causeway!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The location of this newly renovated home offers various activities! In the summer, enjoy mini-golf across the street o ...
From $347 per night (USD)VRBO
From $379 per night (USD)Expedia
Sebago Pines Hideaway-Fire Pit/Beach Access/Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Sebago Pines Hideaway! Located in the Sebago Pines community of Casco, this stunning retreat is the perfe ...
From $379 per night (USD)Expedia
From $475 per night (USD)VRBO
2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just steps from the Eastern Promenade, this apartment is the perfect location for your visit to Portland. Everyt ...
From $475 per night (USD)VRBO
From $615 per night (USD)Expedia
Beautiful new home near Portland in quiet Cumberland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Lovely spacious house. Built in 2024 so still completely in new condition. Parking on private property in a very quiet a ...
From $615 per night (USD)Expedia
From $752 per night (USD)VRBO
WATERFRONT ON SEBAGO WITH 220' OF FRONTAGE AND A LARGE LOT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
OCCUPANCY LIMIT 6- 2-bedroom 1 bath with a loft. Enjoy the amazing views with 220' of private frontage and 1.2 acre lot, ...
From $752 per night (USD)VRBO
From $294 per night (USD)VRBO
Oceanfront Cottage w/ Wharf, Kayaks & Sunset Views – Harpswell
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Recharge at this peaceful oceanfront retreat on Basin Cove in Harpswell, featuring a wide private wharf, direct water ac ...
From $294 per night (USD)VRBO
From $467 per night (USD)VRBO
Hillside 7-bedroom house in Sebago perfect for gatherings
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Hillside retreat for family and friends, or a get-away for just two. Access to nearby lakes, ponds and country villag ...
From $467 per night (USD)VRBO
From $421 per night (USD)Expedia
Four Season Maine Cabin: Walk to Lake & Mooring; close to ski
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this classic Maine log cabin, where laid-back lake life meets four-season adventure. This charming 3-bedroom, ...
From $421 per night (USD)Expedia
From $488 per night (USD)VRBO
Lakefront Sun & Snow 3-bedroom cottage - quintessential Maine in modern comfort
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This beautifully updated, fully-equipped camp is conveniently located just outside the bustle of larger lakes, between R ...
From $488 per night (USD)VRBO
From $739 per night (USD)VRBO
Panoramic Mountain Home- near lakes/skiing/trails
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this house in picturesque Bridgton. On a private road with commanding views set on 14 acres in the Maine mount ...
From $739 per night (USD)VRBO
From $277 per night (USD)VRBO
Scenic 2-bedroom Tiny Home on the Lake with dock, boat ramp & screenhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom tiny home is a perfect lake escape on a small quiet lake in Casco. Inside, guests find two queen beds in ...
From $277 per night (USD)VRBO
From $279 per night (USD)Expedia
Cozy 2-bedroom house with shared beach access to Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in Raymond, Maine at our cozy 4 season cottage with shared beach access to Sebago Lake and access to a shared boa ...
From $279 per night (USD)Expedia
From $302 per night (USD)VRBO
Cozy 2-bedroom Tiny Home with hot tub, A/C, boat ramp access to quiet lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Retreat is a great opportunity to escape into the woods while still being close to all the necessities and adventure ...
From $302 per night (USD)VRBO
From $588 per night (USD)Expedia
North Star Trailside • Hiking • Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Looking for the perfect summer getaway? Stay in this brand-new log home on the East Side of Pleasant Mountain, just step ...
From $588 per night (USD)Expedia
From $1812 per night (USD)VRBO
100% Private Island on Long Lake. Great for families or a group-pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 12
Your very own off-grid private island! Disconnect to connect. Escape EVERYTHING on your own private island, where indoo ...
From $1812 per night (USD)VRBO
From $287 per night (USD)Expedia
The Birch Retreat — Private Luxury Tiny Home in Bridgton, Maine with AC & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to a modern woodland retreat in beautiful Bridgton, Maine. Nestled among the trees in Maine’s picturesque Lakes ...
From $287 per night (USD)Expedia
From $355 per night (USD)VRBO
Lovely 3-bedroom cape-house in charming Yarmouth, close to parks+ocean!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This Yarmouth house has 3 inviting bedrooms, featuring a queen bed, a full bed, and a twin bed with one and a half bathr ...
From $355 per night (USD)VRBO
From $359 per night (USD)Expedia
Steps away from a shared sandy beach! Boat slip on Thomas Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
OCCUPANCY LIMIT 6 - 2 bedroom 1 bath with views of Thomas Pond. Enjoy a shared association beach that is steps away fro ...
From $359 per night (USD)Expedia
From $384 per night (USD)VRBO
Welcome to Buck's Hideout in Bridgton Maine!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Peaceful Surroundings | Fireside Relaxation | 4 Mi to Pleasant Mountain Discover the scenic charm of Maine with a stay ...
From $384 per night (USD)VRBO
From $632 per night (USD)Expedia
Barnacle - quiet family Maine waterfront getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
A wonderful place to getaway and relax. Fish, swim, enjoy the views from the deck or the rocky coast. Enjoy walks along ...
From $632 per night (USD)Expedia
From $450 per night (USD)VRBO
Highland Lake Cottage/Waterfront/Dock/Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
20 min – Maine Wildlife Park 20 min – Shaw Park 20 min – Downtown Portland 25 min – East End Beach (Portland) 30 min – P ...
From $450 per night (USD)VRBO
From $367 per night (USD)Expedia
Willard Beach Area 2-Bedroom Apartment with Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the Willard Beach area of South Portland this coastal, second floor, 2-bedroom apartment. Featuring a king bed ...
From $367 per night (USD)Expedia
From $294 per night (USD)VRBO
Charming 1-Bedroom Cabin, full bath, outdoor sauna and boat ramp access to lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Casco at this peaceful cabin with an outdoor sauna and lake access. Our Lakeland Timber Cabin is the ultimate ...
From $294 per night (USD)VRBO
From $438 per night (USD)Expedia
NEW Tranquil Tides - 2-bedroom home with privacy, AC and tidal waterfront access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront Comfort on the Tidal Shores of Harpswell, Maine Relax and unwind in this charming one-floor, 2-bedroom coast ...
From $438 per night (USD)Expedia
From $602 per night (USD)VRBO
Heron's Perch Beautiful Pondside Home with Screened Porch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step back in time—without giving up modern comforts—at this quiet, pond-side post-and-beam retreat, where fresh air, wil ...
From $602 per night (USD)VRBO
From $500 per night (USD)VRBO
Serene Modern 4-bedroom Lakefront Home on Highland Lake, 20 mins from Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to your serenity at our fully equipped Highland Lake House featuring 4 bedrooms, 2.5 baths nestled in a picturesq ...
From $500 per night (USD)VRBO
From $496 per night (USD)VRBO
UPTA CAMP | Knight’s Hill • Moose Pond Beach • Pool
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
Welcome to UPTA CAMP! Spacious 4-bedroom, 2.5 bath home located in the Knight’s Hill Association, just a short walk to t ...
From $496 per night (USD)VRBO
From $2048 per night (USD)Expedia
Cozy home in Westbrook close to beaches and Portland.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Westbrook, this lovely house offers a cozy retreat for guests seeking comfort and ease. With one bathroom and ...
From $2048 per night (USD)Expedia
From $473 per night (USD)VRBO
Tranquil 4-bedroom cabin across from sandy beach on prestine Trickey Pond.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Located in Naples, enjoy what this 4-bedroom cabin has to offer. With 2 queen beds and 3 twin beds, there’s plenty of sp ...
From $473 per night (USD)VRBO
From $825 per night (USD)Expedia
Sebago Lake Estate, 300’ Frontage, Inside the State Park, Private Dock & Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Summers Landing — 300 Feet of Private Sebago Lake Waterfront, Inside the State Park Step off your own 300- ...
From $825 per night (USD)Expedia
From $865 per night (USD)VRBO
Lakeside Retreat - Lake Access, Grill, Fire Pit, Sleeps 12, Spacious Modern Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Lakeside Retreat — a renovated 4-bedroom home steps from Sebago Lake, Maine's premier lake destination. Sleep ...
From $865 per night (USD)VRBO
From $955 per night (USD)Expedia
Shop, Dine, Walk to Deering Oaks! Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Steps to USM Campus | 2 Mi to Old Port | Patio w/ Smokeless Fire Pit | Treehouse Whether you're exploring the rugged Ma ...
From $955 per night (USD)Expedia
From $446 per night (USD)VRBO
Stunning Lakefront Lodge with Dock and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Wake up to Crescent Lake right outside your window. This spacious, freshly updated lakehouse sits on more than 3 private ...
From $446 per night (USD)VRBO
From $510 per night (USD)Expedia
Newly Remodeled Cottage with AC- Sebago Lake Area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Maine getaway! Located in the heart of the Sebago Lakes Region, this fully remodeled 2BR, 1 BA cottage o ...
From $510 per night (USD)Expedia