Cumberland Area Rentals
- From $173 per night (USD)
VRBO
Authentic with Luxury Amenities With 250 Ft Of Private Sandy Frontage On Sebago
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Come enjoy our family's like new but authentic camp on big Sebago lake The camp is located at the end of a dead-end cam ...
From $173 per night (USD)VRBO
- From $691 per night (USD)
Expedia
Seas The Day | 3 Minute Walk to Beach | Outdoor Shower | Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**This rental is brought to you by Bayley Vacation Rentals!** Enter this beautiful home through the warm sun porch, a pe ...
From $691 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Steps from the beach on Sebago Lake Basin
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Hoot Mon” Lake House! Hoot Mon Lake House is located in North Windham, Maine, an easy 30 minute drive from P ...
From $332 per night (USD)VRBO
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Expedia
\"Glamp\" out near downtown Portland w\/outdoor patio, fire pit & outdoor shower!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Perfect indoor and outdoor space for groups & families! Come camp out at 181 Whitney within a 10-minute bike ride, bus r ...
Click For PricingExpedia
- From $769 per night (USD)
VRBO
Lovely Cape Elizabeth Family Home 3 to 5 miles to Portland & Beaches 3,700 sq ft
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Lovely coastal Maine cottage-style home in Cape Elizabeth with a bright and open floor plan. Our home is located in a pe ...
From $769 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Songo River Lodge: A retreat with access to Sebago Lake, Brandy Pond, Long Lake.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Large Lodge with 6 bedrooms, 3 baths, 2 living rooms, 1w/ a wood stove & 2nd w/ fireplace, large screened rec room w/pin ...
From $700 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Great Neighborhood near Beaches, Marina, Lighthouses;Walking\/biking paradise.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Amazing Knightville neighborhood is the best of all worlds. We are located next to the bridge to Portland and the South ...
From $200 per night (USD)VRBO
- From $1654 per night (USD)
Expedia
The Beach House | Ocean Views | Luxury Modern Home | Bayley Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
**This rental is brought to you by Bayley Vacation Rentals! ** Panoramic ocean views greet you upon entry at this modern ...
From $1654 per night (USD)Expedia
- Click For Pricing
VRBO
Maine Artist Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in one of Portlands historic Victorian mansards 1881 one block off the Casco Bay close to lighthouses, shopping, ai ...
Click For PricingVRBO
- Click For Pricing
Expedia
Family Vacation Rental at Point Sebago Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Rent your own cabin at Point Sebago Resort! The perfect lakeside summer campground for kids and adults, including an 18 ...
Click For PricingExpedia
- From $275 per night (USD)
VRBO
Pleasant Mountain Condo Ski in Ski out
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Pleasant Mountain Ski In Ski Out Condo (formerly Shawnee Peak) Enjoy the luxury of being slopeside at our beautiful, 3 ...
From $275 per night (USD)VRBO
- From $183 per night (USD)
Expedia
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on the West Side of Sebago Lake, in the town of Sebago just short walk from Nasons Beach. You're sure to find ...
From $183 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Assoc beach, Lakes, Naples Causeway, restaurants, shops, boat- jet ski rentals.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Location, Location, Location: This Unique Caboose style Park home is centrally located in the beautiful and picturesque ...
From $237 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Fresh East End Apartment Walkable to Downtown Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kick back on the glossy green Chesterfield at this sunlit, loft-style retreat in Munjoy Hill with open shelving bursting ...
From $375 per night (USD)Expedia
- Click For Pricing
VRBO
Sleek & newly-renovated third-floor condo w\/ amazing water views - walk to bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront View Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $104 per night (USD)
Expedia
Lakefront cabin with private dock, 2 kayaks & panoramic views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Kilted Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $104 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Spacious country house near lakes and skiing, convenient to downtown Bridgton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy everything the beautiful Lakes Region has to offer! Hiking, boating, skiing, shopping, and more. Downtown Bri ...
From $368 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Brunswick Downtown Sugar Cube next to Bowdoin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
his is another bright and beautiful apartment @ Page St/Maine St, if you want to be in downtown Brunswick, if you want t ...
From $237 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Downtown Brunswick New Look Old Charm Next to Bowdoin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
his is another bright and beautiful apartment @ Page St/Maine St, if you want to be in downtown Brunswick, if you want t ...
From $247 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Beautiful Combo Home Located in Downtown Portland - Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pearl of Portland Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $368 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Stunning Private Waterfront Lodge on Crystal Clear Crescent Lake
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home on crystal clear Crescent Lake in Raymond Maine. Large (approx 3000 sq foot) secluded home on over 3 pri ...
From $650 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Lovely, updated home on 70 acres with high-end appliances
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brown Moose Acres Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $171 per night (USD)Expedia
- From $600 per night (USD)
VRBO
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Open the door and enter a large, high ceilinged, energy efficient, charming home with wonderful water views of the islan ...
From $600 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean view private home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Live Life by the Sea at Salt Spray Lane. Your cares fade as you drive down Broad Cove toward the expansive views of the ...
Click For PricingExpedia
- From $350 per night (USD)
VRBO
Sunny Modern Oasis in Portland’s Trendy East End
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to this brand new modern space with views of the back cove and skyline. Walk to award winning restaurants, one o ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront Sebago Lake Cottage w/Dock + Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Find 'home' on Sebago Lake's shore at this well-loved 3-bed, 1-bath Raymond vacation rental. The cottage provides instan ...
Click For PricingExpedia
- From $425 per night (USD)
VRBO
Panoramic Views & Crashing Waves
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Direct ocean front apartment. Only 20 steps to the sand. 2 br/one with twin beds and one with a queen size bed. (sleeps4 ...
From $425 per night (USD)VRBO
- From $1095 per night (USD)
Expedia
Dramatic Oceanfront House w\/ Private Swimming Cove & Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock Gather your family and friends for an authentic ...
From $1095 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Easy Breezy Downtown Brunswick 2 BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Freshed Up 2 Bedroom (KING SIZE BEDS!) Private Apartment Located 5 Minute Walk From Maine Street In Brunswick (Dow ...
From $231 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Walking Distance to Old Port | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A cute apartment a few blocks from the Old Port waterfront. You will be within walking distance to many restaurants, sho ...
From $168 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Portland Apartment With AMAZING View of Harbor!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this 2 bedroom 1 bathroom unit with a great view! As you walk in you will feel at home as this apartment is ...
From $331 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Perched overlooking Merriconeag Sound, this newly renovated studio apartment offers an elevated deck to watch the breath ...
From $158 per night (USD)Expedia
- Click For Pricing
Expedia
Spacious duplex w\/ furnished deck & patio! Great for families & close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious Vacationland Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For PricingExpedia
- From $225 per night (USD)
Expedia
Downtown Portand-762 Congress St. Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Regards, Brad 203-258-1301 C762CongressStreet@yahoo.com This is a second-floor apartment located on 762 Congress Street ...
From $225 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Whip O’ Will Beach House on Sabbathday Lake with In law Studio Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The Whip O Will is located in a sandy cove on Sabbathday Lake in New Gloucester, Maine, home of the nearby Sabbathday La ...
From $286 per night (USD)VRBO
- From $871 per night (USD)
VRBO
Gorgeous Home with Lake Views to Match
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-con ...
From $871 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Due to the coronavirus, we’re taking extra steps to clean the entire cottage and to sanitize frequently touched surfaces ...
From $500 per night (USD)VRBO
- From $612 per night (USD)
Expedia
Weekly Discounts Charming Beach House at Pine Point Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Location Location Location!!! This newly renovated charming beach house provides the best of everything the Sou ...
From $612 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Stunning White Water Ocean Views From This Peaks Island Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escaping to Valhalla by the Sea is like escaping to a simpler time, an experience not marked by time, but by your spirit ...
From $350 per night (USD)VRBO
- From $457 per night (USD)
VRBO
Classic Maine waterfront cottage on pristine Highland Lake Windham\/Falmouth
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highland Lake is a beautiful private pristine lake located in Windham/Falmouth Maine. Our lake is fed by springs and str ...
From $457 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Urban studio in an amazing, central location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no d ...
From $289 per night (USD)VRBO
- From $828 per night (USD)
Expedia
Upscale large 3 bedroom within walking distance to everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Designer inspired spacious, modern home where detailed patterns and vibrant colors intertwine to create a space that fee ...
From $828 per night (USD)Expedia
- From $2230 per night (USD)
VRBO
THE LIGHTSHIP-MOOSE POND\/PLEASANT MOUNTAIN
- Bedrooms:
- 5
- Bathrooms:
- 12
- Sleeps:
- 30
The quintessential Maine lake house retreat! This property provides a spacious private waterfront including a smooth, s ...
From $2230 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Full Moon on the Harraseeket, Freeport, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A small home on the Harraseeket River, near South Freeport Harbor comes well stocked and decorated. It is available for ...
From $266 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Spacious single-story cottage with ocean views, large screen porch, and a quiet location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Camp Bullwinkle! Nestled on a lightly wooded lot is this well-kept waterfront home conveniently located only ...
From $285 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Waterfront cottage situated at the mouth of Mackerel Cove. Amazing sunset views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sea Scent! Take in Maine's coast in this tastefully decorated updated cottage right on the water's edge of ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury Modern Home with a View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the good life in this elegant and bold modern home on Portland’s coveted Munjoy Hill. Newly constructed and d ...
Click For PricingVRBO
- From $443 per night (USD)
Expedia
The best place for the money!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Heart of the West End, which is on the peninsula and part of the downtown. Quiet neighborhood, but nice bars and restaur ...
From $443 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Adorable Beach House Across the Street From Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, ...
From $525 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Private Ocean Front property with bathing cove and deep water swimming
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Check THIS one out! What a spot! Situated almost at the tip of the peninsula Gun Point on Great Island, this location ...
From $257 per night (USD)Expedia
- Click For Pricing
Expedia
Cozy & Dog-Friendly Cabin w\/Lake & Beach Access, Private Gas Grill, Firepit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Lakeside Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
- From $195 per night (USD)
Expedia
Pet-Friendly Countryside Home: 4 Mi to Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Leave behind the noise of the city and escape to this 3-bedroom, 2-bathroom vacation rental in rural Maine! Outdoor enth ...
From $195 per night (USD)Expedia
- From $1401 per night (USD)
VRBO
Waterfront Spacious Luxury Home, 5 min to LL Bean!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious Maine coastal retreat, nestled between forest and sea, fully stocked home for the ultimate family getaway! Fast ...
From $1401 per night (USD)VRBO
- From $454 per night (USD)
Expedia
Waterfront home with furnished deck, ocean views, & full kitchen
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $454 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Sebago Lake Cottage w\/ Patio + Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Gather the family for a lakeside retreat to this 2-bedroom, 1-bath Sebago cottage! A perfect place to reconnect with the ...
From $205 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Beachfront Sebago Cottage w\/ Deck + Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a break from the daily routine at this 1-bedroom, 1-bath cottage on Lake Sebago! Perfect for couples, this vacatio ...
From $195 per night (USD)Expedia
- From $675 per night (USD)
VRBO
Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If you need an escape for the whole family (or perhaps from the whole family), a couples retreat, or simply the solitud ...
From $675 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Due to the coronavirus, we’re taking extra steps to clean the entire cottage and to sanitize frequently touched surfaces ...
From $500 per night (USD)VRBO
- From $2500 per night (USD)
VRBO
Beautiful oceanside Castle with private beach and seasonal swimming pool
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
The Castle at Garrison Field, was built as a Cotswolds, England style country manor house, featuring multiple roof lines ...
From $2500 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Steps away from the beautiful sands of Pine Point Beach, on a lovely salt marsh.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Steps away from the beautiful sands of Pine Point Beach, great dining and endless outdoor activities on Maine's largest ...
From $556 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Vacation Creation Downtown Brunswick 2King Beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely Newly Renovated 2 Bedroom (KING SIZE BEDS!) Private Apartment Located 5 Minute Walk From Maine Street In Brun ...
From $370 per night (USD)VRBO
- From $487 per night (USD)
Expedia
Spacious and Modern One Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Modern 1st floor one bedroom apartment in a walk up apt building which has been recently fully renovated. The apartment ...
From $487 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Nice One Bedroom Private apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Modern 1st floor one bedroom apartment in a walk up apt building which has been recently fully renovated. The apartment ...
From $373 per night (USD)VRBO
- From $379 per night (USD)
Expedia
'Osprey Cottage' South Freeport Home on Casco Bay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a cool bay breeze with your morning coffee when you book this quaint Freeport vacation rental. The 2-bedroom, 1-ba ...
From $379 per night (USD)Expedia
- From $513 per night (USD)
VRBO
LUXURY PENTHOUSE | MODERN DESIGN | OLD PORT DOWNTN
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
1 min walk to historic Old Port Tavern area 3 min walk to Portland Peaks Ferry Station 3 min walk to Downtown Portland ...
From $513 per night (USD)VRBO
- From $390 per night (USD)
Expedia
\"Blue Heaven\"- Airy cottage just steps from Pine Point Beach, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Come enjoy "Blue Heaven" cottage just steps from beautiful, white sandy Pine Point Beach in Scarborough, Maine! This cot ...
From $390 per night (USD)Expedia
- From $385 per night (USD)
VRBO
WATERFRONT 20' from Lake Private End of Road Float KayaksFirepit 2024 is Booking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Consider the shoulder months of June and September, which are lovely with less traffic and easier to get into restaurant ...
From $385 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Enjoy the Fall Colors on the Coast of Maine!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The moment you arrive to this warm and inviting cottage, you will feel worlds away from the hectic everyday life. This c ...
From $500 per night (USD)Expedia
- From $230 per night (USD)
VRBO
100' of Little Sebago Lake frontage: Enjoy the simple life & endless family fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is the perfect unpretentious cottage for family fun with 100 feet of frontage on Little Sebago Lake! Enjoy a large ...
From $230 per night (USD)VRBO
- From $244 per night (USD)
Expedia
Charming Bayview Cottage with Wood Stove, Deck, Garden - 200' from the Water
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Harpswell Bay House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $244 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Lakeside Cottage with all the amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful lakeside cottage situated in a quiet private sandy cove on Crescent Lake. Our home has an open concept kitchen ...
From $400 per night (USD)VRBO
- From $379 per night (USD)
Expedia
'Heron Cottage' on Casco Bay w\/ Deck & Boat Dock!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The quintessential “Downeast” Maine experience awaits at ‘Heron Cottage,’ a 1-bedroom, 1-bath South Freeport vacation re ...
From $379 per night (USD)Expedia
- Click For Pricing
VRBO
Waterfront home w\/ gorgeous views, river access, firepit & large backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Casa Familia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingVRBO
- From $564 per night (USD)
Expedia
Luxury Lakefront Living in Lake Sebago Area
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
25 Years New Quality Custom 5 bedroom Lakeside Rabbit Ear Colonial. Pool table, 3 fireplaces & recreation and kitchen b ...
From $564 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Rustic, Cozy Cabin w\/ Easy Ski and Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Clear your calendar for some good old-fashioned family fun at this charming Maine cabin, aptly designed for relaxing get ...
From $220 per night (USD)VRBO
- From $2395 per night (USD)
Expedia
Oceanfront Luxury Modern Home - Heated Pool & Hot Tub - Minutes to Old Port
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
***Summer rentals Saturday to Saturday only*** Spectacular views of Casco Bay, a heated swimming pool (mid-May to Septe ...
From $2395 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Quintessential Maine cottage overlooking the Cribstone Bridge with nearby beach access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wentworth Cottage! When crossing over the world famous Cribstone Bridge onto Bailey Island, look to your rig ...
From $250 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Nautical themed Oceanfront Cottage located at the Mouth of picturesque Mackerel Cove!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Nautical Nest! Walk into a little piece of heaven when at the Nautical Nest! The quintessential charm and d ...
From $250 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Charming cottage on Basin Cove just a short drive to the Dolphin Marina
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Tidewatch! Tidewatch is a lovely 2 bedroom, 1 bathroom cottage located on beautiful Basin Cove. Enjoy the de ...
From $250 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Classic Maine Cottage with astonishing views located within walking distance to Cedar Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bring the kids with you to this family-friendly cottage located on beautiful Bailey Island. Enjoy easterly views while y ...
From $250 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to Tree Tops House! Nestled at the end of a quiet road, Tree Tops House has gorgeous water views to the open At ...
From $425 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Charming Retreat w\/ Deck ~ 4 Mi From Casco Bay!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Take a break from the hustle and bustle of everyday life and escape to the Northeast! Situated outside of Portland, this ...
From $247 per night (USD)Expedia
- Click For Pricing
VRBO
Remodeled Historic Apartment 5 mins from Downtown w\/Life Changing Shower!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come visit the most unique apartment in Portland. Gorgeous open concept living space, with a giant bathroom and beautifu ...
Click For PricingVRBO
- From $400 per night (USD)
VRBO
Sebago Lake Vacation Vacation
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Property on Sebago Cove Sleeps 8 Our four-season home is located on Sebago Cove, on the northern end of Sebago Lake. O ...
From $400 per night (USD)VRBO
- From $346 per night (USD)
VRBO
Spacious Waterfront Estate & Cabins W\/ Porch, Fireplace, Kayaks & Free WiFi!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Saganook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $346 per night (USD)VRBO
- Click For Pricing
Expedia
Sleek condo w\/ WiFi & private patio - less than two blocks from beach\/park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Toes and Beautiful Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
Click For PricingExpedia
- From $600 per night (USD)
VRBO
Paradise Point - where memories are made!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
If you are looking for a clean, picturesque, cozy, fun but relaxing, vacation, look no further! You will enjoy making me ...
From $600 per night (USD)VRBO
- From $544 per night (USD)
Expedia
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
We call this first floor of our modified 1890's Victorian the 'Garden SWEET' because it's a huge suite that is so attrac ...
From $544 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Hip-torical Hip-Historical Unique unit 2 min walk to Bowdoin & Main St.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located on a quiet street in Brunswick, a short walk to the town center & Bowdoin College. Perfect location and equipped ...
From $270 per night (USD)VRBO
- Click For Pricing
Expedia
Private Apt in Scarborough Near Portland and Maine Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Quiet, residential, clean in-law apartment, minutes from I95. Private entrance on ground floor, with bedroom (king bed) ...
Click For PricingExpedia
- From $152 per night (USD)
VRBO
Highland Cottage: Nestled Between the Atlantic Coast and the White Mountains
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Highland Cottage Nestled Between the Atlantic Ocean and White Mountains. Still, WiFi Internet Service is available at Hi ...
From $152 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Shimmering Cove makes a perfect year round getaway! Summer fun in the lake, amazing fall colors and lots of opportuniti ...
From $625 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Lofty cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
- Kayaks and life preservers available - Pets welcome children under 17 are free - Washer and dryer available This hom ...
From $210 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Completely remodeled 2 bedroom apartment in Portland's West End
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come stay in this brand new 2 bedroom 1.5 bath apartment in the heart of Portland's West End. Located just steps away f ...
From $189 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Cozy cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
- kayaks and life preservers available - pets welcome Just the right size for a couple. Kitchen, living room, bedroo ...
From $210 per night (USD)VRBO
- From $615 per night (USD)
Expedia
Sebago Lake Luxurious House on Raymond Cape-Great for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Plus Bed, 2 Baths, Sleeps 8. Waterfront, Dock, Multiple Decks, Waterfront Deck, Swim Float, Gradual Entry Sandy Beach. ...
From $615 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cozy, Elegant and Bright 2 bed in the East End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and elegant 2 bed apartment in Portland’s East End. Whether you want to walk into town for dinner or sample the loc ...
From $200 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Honeymoon Secret Capital
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
This is a new property built in 2021, with all new features and equipment designed for honeymoon or wedding style. Very ...
From $765 per night (USD)Expedia
- Click For Pricing
VRBO
Modern chalet with water views, private botanical garden, fireplace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This modern chalet sits on 4 private acres on the exclusive Cumberland Foreside. This architectural beauty boasts panora ...
Click For PricingVRBO
- From $350 per night (USD)
Expedia
A Home For All Seasons On Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the treasures of year round lake life on Sebago Lake! Our beautiful home offers direct lake access for all four se ...
From $350 per night (USD)Expedia