Cumberland Area Rentals
Click For PricingVRBO
Traditional pet-friendly Maine home featuring an incredible sandy beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the Beauty of Brandy Pond at this traditional Maine summer home, complete with a cozy guest cottage – perfect ...
Click For PricingVRBO
From $505 per night (USD)Expedia
PRIVATE SANDY BEACH ON SEBAGO LAKE!!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
OCCUPANCY LIMIT 8 - NO PETS - SEBAGO LAKE BEACHFRONT. Classic four bedroom lakeside cottage overlooking Sebago Lake. G ...
From $505 per night (USD)Expedia
From $480 per night (USD)VRBO
West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome! Our 2-bedroom apartment is located tucked away in the West End of Portland with easy walking to great restauran ...
From $480 per night (USD)VRBO
From $315 per night (USD)Expedia
Yearround Cottage on Peaks Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled in the woods on picturesque Peaks Island, 'Sequester' offers guests a tranquil & private escape. This cabin is ...
From $315 per night (USD)Expedia
From $888 per night (USD)VRBO
Lakehouse with large level yard on pristine Little Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family and enjoy your own private home with a huge flat yard on crystal clear Little Sebago Lake. Swim o ...
From $888 per night (USD)VRBO
From $2191 per night (USD)VRBO
Pine Point Beach's Crown Jewel-New 4 BR, 3 BA, 3 deck Beach House with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Brand new, extraordinary, 4 BR/3BA, 3-deck beach house. our home is steps from a 7 mile white sand beach, every room h ...
From $2191 per night (USD)VRBO
From $543 per night (USD)VRBO
Panther Pond Retreat with Private Tennis & Pickleball Court
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the best of Panther Pond at this charming year-round home, tucked at the end of a private lane for a peaceful ...
From $543 per night (USD)VRBO
From $639 per night (USD)Expedia
Lakefront, brand new, craftsman style 4-bedroom 2 bath house home on Long Lake.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Your Bridgton getaway awaits at this beautiful 4-bedroom house. With 3 queen beds, 1 bunk bed, and 1 sofa bed, there's p ...
From $639 per night (USD)Expedia
From $507 per night (USD)VRBO
Latitude Adjustment – Walk to Beach & Dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Looking for a peaceful Maine beach vacation close to local attractions but away from the crowds? Welcome to Lat ...
From $507 per night (USD)VRBO
From $1568 per night (USD)Expedia
Private Lakefront Estate with 180 Degree Views
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Sebago Lake is waiting for you at this secluded 6-bedroom estate where you will be surrounded by the beauty of nature. B ...
From $1568 per night (USD)Expedia
From $367 per night (USD)VRBO
The Coastal Nest – Stay for 5!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Escape to The Coastal Nest, a freshly updated 2-bedroom, 1-bath home just a short distance from Pine Point Beac ...
From $367 per night (USD)VRBO
From $574 per night (USD)Expedia
Pastoral Tranquil Walkable to Trails Dining Shopping Secure Bike Boat Storage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Sun Drenched Southern Exposure Circa 1958 Rancher featuring fresh paint throughout, new furniture, quarter sewn hardwood ...
From $574 per night (USD)Expedia
From $437 per night (USD)VRBO
Spacious home just 3 min. from Pleasant Mtn. Spectacular views of Mt Washington
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this spacious 4-bedroom, 2-bathroom home, where comfort meets breathtaking natural beauty. Perfectly designed ...
From $437 per night (USD)VRBO
From $149 per night (USD)VRBO
NEW! Stylish Loft in the Heart of Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immaculate urban oasis in the heart of downtown Portland. Ideal for remote work. An easy walk to dozens of downtown’s mo ...
From $149 per night (USD)VRBO
From $1499 per night (USD)VRBO
Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Summary: Experience Portland in comfort and style with this spacious 3-unit home, perfect for large groups of 16+. Spre ...
From $1499 per night (USD)VRBO
From $966 per night (USD)VRBO
Water Front 4 Bedrooms w/ shared dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location, Location! That is why you want to rent this popular property. It is located just 5.5 miles from Co ...
From $966 per night (USD)VRBO
From $720 per night (USD)VRBO
Sea Forever Waterfront, Dog-Friendly, Seasonal Dock, EV charger, 12min Brunswick
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This exquisite 3-bedroom, 2.5-bathroom waterfront home is waiting for you. Long-standing rental with a steady history of ...
From $720 per night (USD)VRBO
From $166 per night (USD)Expedia
Private Entrance Residential Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A great, simple1 bedroom apartment in a 3 unit building located in quiet suburban neighborhood of outer Portland. A 10-1 ...
From $166 per night (USD)Expedia
From $563 per night (USD)VRBO
A beautiful 3 bedroom home overlooking Basin Cove.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Wild Air! Perched above the tranquil waters of Basin Cove, Wild Air is a bright, beautifully designed coasta ...
From $563 per night (USD)VRBO
From $555 per night (USD)VRBO
Steps to the Sand, Modern Home on Willard Beach, Fenced in Yard, Deck & Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Wake up to the sound of waves, enjoy coffee with ocean views, and step out onto the soft sands of Willard Beach—just a 3 ...
From $555 per night (USD)VRBO
From $347 per night (USD)VRBO
Willard Beach: Cozy Apartment with a King Size Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provide ...
From $347 per night (USD)VRBO
From $332 per night (USD)Expedia
Willard Beach–Apartment Near Portland & Parks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Many guests have remarked that this stylish, first floor apartment is much larger than it appears in the photos. Just a ...
From $332 per night (USD)Expedia
From $1245 per night (USD)VRBO
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm. Note: Bookings from June 14th to September 27th sh ...
From $1245 per night (USD)VRBO
From $285 per night (USD)VRBO
Modern 1-bedroom apartment in beautiful Brunswick, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully furnished modern 1 bedroom apartment on second floor. Private setting, yet within walking distance to restaurants, ...
From $285 per night (USD)VRBO
From $539 per night (USD)VRBO
Amazing West End apartment walkable to downtown and the waterfront.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in Portland’s charming West End, this spacious and bright 2 BR offers upscale amenities and a refined sense of c ...
From $539 per night (USD)VRBO
From $481 per night (USD)Expedia
Sebago Lake Retreat - Sunset Views, Fire Pit, Family Fun
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy 3BR, 1BA cottage with peaceful lake views of Sebago. Enjoy sunsets from the deck, unwind by the fire pit, or relax ...
From $481 per night (USD)Expedia
From $683 per night (USD)VRBO
Surfside Pine Point, Scarborough Maine with AC, WiFi, walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Get ready to relax in this marvelous 2024 construction 3-bedroom apartment steps from Pine Point Beach. Apartment ok in ...
From $683 per night (USD)VRBO
From $359 per night (USD)Expedia
Lake view home with water access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Although this home was remodeled recently it still maintains that Maine country, cottage feel. With pine cathedral ceili ...
From $359 per night (USD)Expedia
From $1165 per night (USD)VRBO
New - Cozy Cape on Peaks Island overlooking Casco Bay and Portland skyline
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
The whole group will enjoy easy access to everything from this centrally located, charming cape overlooking Casco Bay an ...
From $1165 per night (USD)VRBO
From $282 per night (USD)Expedia
THE LILLIPAD.Off-grid A frame. Sebago lake region!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
About this space Take it easy in the woods at this cozy, off-grid A frame located in the Sebago Lakes Region. Kick back ...
From $282 per night (USD)Expedia
From $427 per night (USD)VRBO
2-bedroom apartment in Portland, ME with WiFi, AC. Enjoy your stay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to relax in this 2-bedroom apartment in Portland. The space features 2 cozy queen beds, WiFi, heating, and AC. ...
From $427 per night (USD)VRBO
From $379 per night (USD)VRBO
Downtown Portland Retreat | 3 Units | Near Breweries & Scenic Harbor!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $379 per night (USD)VRBO
From $132 per night (USD)VRBO
Stylish Stay | Savor Seafood & Explore Portland’s History!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $132 per night (USD)VRBO
From $132 per night (USD)VRBO
Downtown Portland Stay | 1 Unit | Near Commercial Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the heart of Portland, this modern hotel offers easy access to the Old Port district and the Portland Museum ...
From $132 per night (USD)VRBO
From $505 per night (USD)VRBO
4 Cozy Units | Downtown Stay, Waterfront & Near Vibrant Old Port District
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $505 per night (USD)VRBO
From $132 per night (USD)VRBO
Relaxing Couple Pet-Friendly Stay | Seafood & Portland Attractions
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in the heart of Portland for easy access to the Old Port's charm, top breweries, and beautiful waterfront. Discover ...
From $132 per night (USD)VRBO
From $426 per night (USD)VRBO
KENDALLS COTTAGE AT SEBAGO LAKE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
OCCUPANCY LIMIT 6 One minute walk to beautiful Sebago Lake's crystal clear waters as well as Long Beach Marina where you ...
From $426 per night (USD)VRBO
From $422 per night (USD)Expedia
Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 5
Welcome to Sea Mist Overlook – a peaceful Harpswell cottage with stunning ocean views and classic coastal charm! Locate ...
From $422 per night (USD)Expedia
From $347 per night (USD)VRBO
Near Portland Trails: Walkable Apartment w/ Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Open Layout | In-Unit Laundry | 1/2 Mi to Restaurant & Market | BBQ Ready Discover Portland, ME, like a local at this 1 ...
From $347 per night (USD)VRBO
From $139 per night (USD)VRBO
Beautiful Unit in Serene Countryside Setting Near Wineries – Onsite Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Maine's coastal charm with nearby wineries and breweries, or stroll through Old Port for the perfect blend of se ...
From $139 per night (USD)VRBO
From $354 per night (USD)VRBO
Maine Frame: Cozy Retreat in the Freeport Woods
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
- Framed by nature. Designed for the way life should be - Welcome to The Maine Frame! Perfect for small families or ...
From $354 per night (USD)VRBO
From $585 per night (USD)Expedia
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Maine getaway! Our spacious, dog-friendly apartment is ideal for exploring Portland and beyond. ...
From $585 per night (USD)Expedia
Click For PricingVRBO
Oceanfront Escape: Deck & Granite Steps to Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spectacular Oceanfront Getaway on the Shores of Harpswell Water's Edge Shore Cottage – Wake up to breathtaking ocean v ...
Click For PricingVRBO
Click For PricingExpedia
**BRAND NEW** Incredible Luxury Log Home Elevated Above Sebago Lake
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Be one of the first to experience this stunning, brand-new log home nestled in the woods with elevated views overlooking ...
Click For PricingExpedia
From $342 per night (USD)VRBO
Lofty Ambition | Stunning West End Rooftop Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Step into this dazzling retreat perched atop Portland’s historic West End! Bathed in sunlight and bursting with characte ...
From $342 per night (USD)VRBO
From $237 per night (USD)Expedia
Historic Charm at 236 - Elegant West End Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stay in the heart of Portland’s historic West End at an iconic landmark property, blending Victorian charm with modern c ...
From $237 per night (USD)Expedia
From $546 per night (USD)VRBO
Luxury on Back Cove - Three Gables
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Live like a local in this grand, two‑level flat on a quiet, tree‑lined street 5 minutes from Portland’s buzzing Old Port ...
From $546 per night (USD)VRBO
From $266 per night (USD)Expedia
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Make yourself at home in this superb 2-bedroom Falmouth retreat. This serene house features 2 full beds, a cozy loft wit ...
From $266 per night (USD)Expedia
From $314 per night (USD)VRBO
Rated 10! Couples Hot Tub Lake Retreat: 1m Walk to Lake/Launch, 30m to Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LOON CALL COTTAGE AT LITTLE SEBAGO LAKE **Read why guests consistently rate us a 10!** One-Minute Stroll to Lakefront ...
From $314 per night (USD)VRBO
From $552 per night (USD)Expedia
Cozy Lake Region Townhome – Steps from Moose Pond in Bridgton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make yourself at home in this peaceful 3-bedroom townhome retreat in beautiful Bridgton, Maine. Spread across three spac ...
From $552 per night (USD)Expedia
From $686 per night (USD)VRBO
Long Lake Happiness--Private Dock/Kayaks/Waterfront
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Long Lake Happiness, your peaceful home away from home in the heart of Harrison, Maine. From the moment you w ...
From $686 per night (USD)VRBO
From $158 per night (USD)Expedia
Manor Suite,cozy newly renovated,downtown & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy, newly renovated one bedroom suite has everything you need for a relaxing getaway. Just a 5 min walk to Highla ...
From $158 per night (USD)Expedia
Click For PricingVRBO
Beautifully maintained, 1905 original lakefront summer home – super pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 13
TCV is a lakeside family summer home which welcomes everybody: one of the first few cabins ever built on Watchic Lake in ...
Click For PricingVRBO
From $349 per night (USD)Expedia
Luna dome w/ sky loft, kitchen, & full bath - 09
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Wake to the treetops dancing, framed by the huge glass wall in front of your bed. The Luna pairs modern luxury ...
From $349 per night (USD)Expedia
From $401 per night (USD)VRBO
Charming 1-bedroom cottage in fabulous Bridgton with WiFi, AC, private dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Consider this quaint waterfront cottage with fantastic lake views your home away from home while you visit Bridgton. Thi ...
From $401 per night (USD)VRBO
From $384 per night (USD)Expedia
Spacious Lakehouse +Private Dock+Firepit+Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect lakefront escape on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared w ...
From $384 per night (USD)Expedia
From $399 per night (USD)VRBO
Brand new 2BR, 1.5BA-close to amenities yet feels secluded. 2 story, AC, wifi!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Cozy Family & Pet-Friendly Getaway Near Pleasant Mountain, Easy Access to Lakes and Town, A/C, WiFi & Coffee/Tea Station ...
From $399 per night (USD)VRBO
From $498 per night (USD)VRBO
Private 2-bedroom cottage on Purple Road in Point Sebago Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in Point Sebago at this lovely cottage. Very close to the beach and activities this charming retreat features 2 c ...
From $498 per night (USD)VRBO
From $572 per night (USD)VRBO
Charming 4-bedroom cottage with AC, WiFi on Little Sebago Lake waterfront
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Get ready to relax in this 4-bedroom cottage in Raymond. This adorable property features 2 queen beds, 1 full bed, and 2 ...
From $572 per night (USD)VRBO
From $530 per night (USD)Expedia
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your perfect coastal retreat at this charming seaside home nestled on Clark Cove. Wake up to breathtaking sunri ...
From $530 per night (USD)Expedia
From $633 per night (USD)VRBO
4-bedroom house in Scarborough with fully equipped kitchen, WiFi, near beaches..
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming 4-Bedroom Vacation Home in Scarborough, Maine Welcome to our delightful 4-bedroom, 2-bathroom home, perfectly n ...
From $633 per night (USD)VRBO
From $390 per night (USD)Expedia
Oceanfront Studio w/ Private Dock in Harpswell!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sleek Interior | BBQ Ready | Wildlife Sightings Retreat with your loved one to the Northeast and book this 1-bath vacat ...
From $390 per night (USD)Expedia
From $344 per night (USD)VRBO
Unique dome w/ huge window to the woods - 06
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Wake to the treetops dancing, framed by the huge glass wall in front of your bed. The Luna pairs modern luxury ...
From $344 per night (USD)VRBO
From $592 per night (USD)Expedia
22-ft dome w/ stargazing loft and full bath - 08
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Wake to the treetops dancing, framed by the huge glass wall in front of your bed. The Luna pairs modern luxury ...
From $592 per night (USD)Expedia
Click For PricingVRBO
Whale of a Time Summa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Whale of a Time is a perennial favorite. Located in a quiet neighborhood within walking distance to the ferry b ...
Click For PricingVRBO
Click For PricingExpedia
New for 2025! Frye Island Gem with Dock, Firepit, & Sandy Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy classic Frye Island charm at this 4-bedroom, 2-bathroom lakefront retreat - pet-friendly and packed with everythin ...
Click For PricingExpedia
From $934 per night (USD)VRBO
Private 4 bedroom Cumberland Lake House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property offers privacy on a 2.3 acre peninsula on Forest Lake with westward views for beautiful sunsets. With arou ...
From $934 per night (USD)VRBO
From $585 per night (USD)VRBO
Hideaway on the Lake. Your family stay in Maine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this elegant home on this serene lake where comfort meets nature. This spacious 4-bedroom, 2-bathroom home of ...
From $585 per night (USD)VRBO
From $956 per night (USD)VRBO
Amazing Oceanfront Brand NewHome Ideal location -
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This is a brand new home (very rare for a peaks island rental) and could very well have the best view of a property on ...
From $956 per night (USD)VRBO
From $714 per night (USD)Expedia
Charming Lakeside Village Farmhouse Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Charming New England farmhouse in the heart of Harrison Village, steps from Long Lake and Crystal Lake Park. S ...
From $714 per night (USD)Expedia
From $598 per night (USD)VRBO
Lock`s Nest on Peaks Island Maine
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This special place is close to everything, making it easy to plan your visit. Have a seat on the front porch and watch t ...
From $598 per night (USD)VRBO
From $802 per night (USD)VRBO
3 Bedroom Cottage with Easterly Ocean Views, and a path to the shore of Little Harbor.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lee' Seascape! Perched dramatically above Little Harbor on a quiet dead-end road, Lee's Seascape is a classi ...
From $802 per night (USD)VRBO
From $422 per night (USD)VRBO
NEW! Quaint 2BR apt in Harpswell with private beach area and beautiful gardens
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this charming Cundy's Harbor home. This three floor space includes the main living area on the ...
From $422 per night (USD)VRBO
From $1006 per night (USD)VRBO
Beaver Lodge | Luxury Maine Waterfront Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Beaver Lodge, a brand-new luxury waterfront retreat on Beaver Pond. This custom 5-bedroom, 3.5-bath home slee ...
From $1006 per night (USD)VRBO
From $583 per night (USD)VRBO
•Tranquil 2BR Summer Home•Steps to Private Beach•
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked along the scenic coastline of Harpswell, this charming cottage offers a peaceful Maine retreat where ocean views, ...
From $583 per night (USD)VRBO
From $395 per night (USD)Expedia
WATERFRONT ON HANCOCK POND
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
OCCUPANCY LIMIT 6 - A waterfront 2 Bedroom 1 Bath with 100 feet of frontage on Hancock Pond. The screened in porch is j ...
From $395 per night (USD)Expedia
From $261 per night (USD)VRBO
Private 1 1/2 bath cottage, cathedral ceiling great room, half mile to ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This Yarmouth cottage boasts 1 inviting bedroom with a queen bed (and additional twin bed as needed), perfect for a smal ...
From $261 per night (USD)VRBO
From $389 per night (USD)Expedia
Forest City Oasis and Spa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Visit Portland and stay in our artist`s apartment. This apartment has everything! Inside- enjoy the fireplace, indoor g ...
From $389 per night (USD)Expedia
From $259 per night (USD)VRBO
The “StowAway” Close to beach and restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our/your newly built “StowAway” in Willard Square! This sunny and bright first floor living, features high ce ...
From $259 per night (USD)VRBO
From $765 per night (USD)Expedia
WARD'S COVE. 3-bedroom 2.5 bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
OCCUPANCY LIMIT 6 - 3-bedroom 2.5 bath. Just steps away from shared waterfront access with a swim float and a shared doc ...
From $765 per night (USD)Expedia
From $189 per night (USD)VRBO
Cozy 1-bedroom recreational vehicle in serene Standish with AC on the lake!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay comfortably in Standish at this 1-bedroom recreational vehicle. Inside, guests find a queen bed that promises a res ...
From $189 per night (USD)VRBO
From $530 per night (USD)Expedia
Spacious Family Home w/ Long Lake Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Spacious updated 4BR/3BA family home in Naples—steps to Long Lake with 2 docks and a shared sandy beach. Enjoy ...
From $530 per night (USD)Expedia
From $457 per night (USD)VRBO
Long Lake Cabin: Shared Beach, Grill, Porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Quaint lakefront cabin at the end of a quiet camp road with water frontage and a beautiful shared beachfront. ...
From $457 per night (USD)VRBO
From $414 per night (USD)Expedia
2BR Apt | Full Kitchen | 10 Min to Old Port
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Just a 5-minute drive from downtown Portland, this bright and comfortable third-floor apartment offers a conve ...
From $414 per night (USD)Expedia
From $469 per night (USD)VRBO
2BR w/ Parking | 5 Min to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Just five minutes from downtown Portland, this inviting two-bedroom apartment offers a stylish, convenient ret ...
From $469 per night (USD)VRBO
From $1687 per night (USD)Expedia
9BR Lakefront Getaway for Large Groups
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 20
Summary: This property features three separate cabins located side by side, offering a combined total of 9 bedrooms and ...
From $1687 per night (USD)Expedia
From $492 per night (USD)VRBO
Long Lake 3BR: Beach Access + Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Brand-new, newly renovated 3BR/2BA home near Long Lake with scenic water views, full beach access, a dock for ...
From $492 per night (USD)VRBO
From $278 per night (USD)Expedia
West End apartment with parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
First floor, spacious bright, sunny recently renovated and refurnished one bedroom apartment located in the heart of Wes ...
From $278 per night (USD)Expedia
From $470 per night (USD)VRBO
Sea Salt Cottage: 4 BR, 1 BA Cottage in Harpswell, Sleeps 7
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Peacefully nestled within the Thorburn Cottages, Sea Salt Cottage is a quintessential Maine retreat offering sweeping oc ...
From $470 per night (USD)VRBO
From $935 per night (USD)Expedia
Tranquility Redefined. The Maine House on Dingley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Maine House – Your Winter Sanctuary Drive across the bridge onto Dingley Island and step into the Maine House, the ...
From $935 per night (USD)Expedia
From $401 per night (USD)VRBO
lake-house on Sebago, 2-bedrooms, full bath, laundry, in charming Casco w/beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this 2-bedroom Lake House apartment in Casco. The adorable space features one queen bed and two tw ...
From $401 per night (USD)VRBO
From $1241 per night (USD)Expedia
Ocean front Home with Private dock - Winter rental Available
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Located in Harpswell, enjoy what this 5-bedroom house has to offer. With four king beds and one twin bed, guests find pl ...
From $1241 per night (USD)Expedia
From $271 per night (USD)VRBO
New - 2-bedroom townhome in charming Brunswick #1 w/ garage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand-New Modern Townhouse Near Bowdoin & Downtown Brunswick Enjoy comfort, convenience, and coastal charm in this newly ...
From $271 per night (USD)VRBO
From $426 per night (USD)Expedia
New for 2026 – Owl’s Nest | Modern Lakeside 3-Bedroom Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Owl’s Nest – Modern Lakeside Retreat Discover the perfect blend of modern design and lakeside tranquility at Owl’s Nest ...
From $426 per night (USD)Expedia
From $403 per night (USD)VRBO
3 bedroom, 2 bath house with endless activities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Imagine waking up just minutes from the water, spending the day exploring, and ending the evening gathered around the fi ...
From $403 per night (USD)VRBO
From $266 per night (USD)VRBO
New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand-New Modern Townhouse Near Bowdoin & Downtown Brunswick Enjoy comfort, convenience, and coastal charm in this newly ...
From $266 per night (USD)VRBO
From $339 per night (USD)VRBO
Falmouth Flats Ocean Escape
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Stay in the Falmouth Flats and smell the ocean breeze each time you open the door or crack a window. Relax in this calm, ...
From $339 per night (USD)VRBO
From $1133 per night (USD)Expedia
Eagle Heights: luxurious Sebago Lake retreat sleeps 8+
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A Brand-New Luxury Sebago Lake Getaway for Family & Friends Welcome to Eagle Heights, a beautiful, short term rental. ...
From $1133 per night (USD)Expedia
From $419 per night (USD)VRBO
Waterfront peaceful 2-bedroom cottage in charming Freeport perfect for relaxing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this enchanting Oceanside cottage in picturesque Freeport, Maine. There is private access to the Casco Bay sho ...
From $419 per night (USD)VRBO
From $390 per night (USD)Expedia
Eider Haven: 1 BR, 1 BA Cottage in Harpswell, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Eider Haven, your private oceanfront escape overlooking scenic Stover’s Cove and out toward the sparkling wat ...
From $390 per night (USD)Expedia