Cumberland Area Rentals
From $230 per night (USD)VRBO
Quiet & Remote Cottage on Panther Pond!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Plan your escape with family and friends to this 3-bedroom, 1-bath cottage in Raymond! Nestled on 6 private acres and fi ...
From $230 per night (USD)VRBO
From $271 per night (USD)Expedia
Studio Apt by beach - unit #14
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated studio apartment, right across the street from Pine Point! Stroll the seven miles of quiet, sandy, resi ...
From $271 per night (USD)Expedia
From $125 per night (USD)VRBO
Secluded Casco Bay Waterfront Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please note: our rental week is Saturday to Saturday. Enjoy the Maine coast in this cozy and private cabin, situated on ...
From $125 per night (USD)VRBO
From $269 per night (USD)Expedia
Ski Shawnee Peak & Sunday River, beautifully newly renovated vacation home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom , 2 bath and family room home sits on 45 acres. A quick drive, 15 minutes to Sebago lake mari ...
From $269 per night (USD)Expedia
From $146 per night (USD)VRBO
1 bedroom apartment beautiful location on pond in South Freeport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
1 bedroom apartment over garage in South Freeport. The apartment has a great view looking over our 7 acre spring fed pon ...
From $146 per night (USD)VRBO
From $507 per night (USD)Expedia
Peaks Island Cottage with beautiful view of Whitehead passage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This well appointed seasonal cottage has everything you need to enjoy your family vacation on one of Casco Bay’s calenda ...
From $507 per night (USD)Expedia
From $550 per night (USD)VRBO
April vacation open - lots of great skiing still available at Pleasant Mtn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come stay at this newer ski chalet. Features quality craftmanship throughout - Maine ski lodge designed contemporary ch ...
From $550 per night (USD)VRBO
From $239 per night (USD)Expedia
Picturesque Victorian Cottage on Merriconeag Sound
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Originally built in 1889, this three bedroom cottage is right on the ocean overlooking a pebbly beach, with beautiful vi ...
From $239 per night (USD)Expedia
From $529 per night (USD)VRBO
The Perfect Maine Cottage! Steps to PinePoint Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our peaceful beach cottage just steps from Pine Point Beach! Amenities include brand new furniture , Wifi, flat sc ...
From $529 per night (USD)VRBO
From $390 per night (USD)Expedia
Rudman's Retreat. Deep waterfront 2 Bedroom home with spectacular sunset views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located near the south end of Bailey Island, this comfortable custom-built year-round home sits along the coast with a w ...
From $390 per night (USD)Expedia
From $295 per night (USD)VRBO
Cheerful Single Level Home w\/ Shared Beach on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy cottage just completely renovated, with sandy beach access and fourwheeling trails, available for rent. House righ ...
From $295 per night (USD)VRBO
From $400 per night (USD)Expedia
Private Home w\/ Office Year Round in town Brunswick next to Bowdoin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our new modern singe family 3BR+office house in a safe and welcoming neighborhood, 3 minutes to Maine St and ...
From $400 per night (USD)Expedia
From $295 per night (USD)VRBO
Newly Updated 2-Story Home w\/ Shared Beach on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful vacation home available for rent. Cottage right next door also for rent if you need more space (51 Ossippee S ...
From $295 per night (USD)VRBO
From $518 per night (USD)Expedia
Log Sided Bridgton Home Close to Skiing and Lakes
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Located 7 minutes from Shawnee Peak, this home is an excellent location for skiers and is just 40 minutes to North Conwa ...
From $518 per night (USD)Expedia
From $307 per night (USD)VRBO
Cozy Knights Hill Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy the beautiful foliage this fall! Only 10 miles from the Fryeburg Fair. Silent Night is a stunning vacation re ...
From $307 per night (USD)VRBO
From $284 per night (USD)Expedia
Welcome to Happy Place on Peaks Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immerse yourself in a historic 1890s cottage that blends vintage charm with modern comfort. This year-round retreat offe ...
From $284 per night (USD)Expedia
From $120 per night (USD)VRBO
Large suite\/private bath\/private entrance on quiet street near Thomas Pt. Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Large 470 square foot guest suite with king bed, wicker sitting area, TV, large closet with Keurig, Refrigerator, and Mi ...
From $120 per night (USD)VRBO
From $712 per night (USD)Expedia
Sebago Lake Gem on Private Cove w\/ Boat Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
A crystal-clear shoreline sets the scene at this light-filled Raymond cottage on Sebago Lake! Whether it's the fresh for ...
From $712 per night (USD)Expedia
From $293 per night (USD)VRBO
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 $293 per night (USD)VRBO
From $461 per night (USD)Expedia
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Pines Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $461 per night (USD)Expedia
From $447 per night (USD)VRBO
Lakefront Cottage with Screened Deck, Great Lake View, WiFi & Shared Firepit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Boathouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $447 per night (USD)VRBO
From $497 per night (USD)Expedia
Amazing Ocean View Summer Cottage Rental w\/ Boat Mooring on Great Diamond Island
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Vacation summer house on Great Diamond Island, with a boat mooring. Our 4 bedroom house sports a grand view of Casco Ba ...
From $497 per night (USD)Expedia
From $710 per night (USD)VRBO
Panoramic Ocean Views, Private Beach, next to Portland.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy UNOBSTRUCTED OCEAN VIEWS and a PRIVATE BEACH at Shipwreck Cottage (2100 square feet) in Cape Elizabeth, Maine. Bui ...
From $710 per night (USD)VRBO
From $3194 per night (USD)Expedia
5STAR Professionally cleaned rustic lakefront luxury-We’ll take good care of you
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 22
NOW BOOKING 2024-25 SEASONS! PERFECT FOR MICRO WEDDINGS AND INTIMATE CELEBRATIONS! SHILOH VILLA OFFERS PROFESSIONALLY ...
From $3194 per night (USD)Expedia
From $390 per night (USD)VRBO
The Hidden Cove by Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals!** The Hidden Cove is a stylish, coastal retreat for up to f ...
From $390 per night (USD)VRBO
From $673 per night (USD)Expedia
The Cove by Bayley Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals!** The Cove is your ideal vacation home for a relaxing getaw ...
From $673 per night (USD)Expedia
From $206 per night (USD)VRBO
Bright & Spacious Apartment with Amazing Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spend your vacation, work-trip, or weekend getaway in our lovely, downtown apartment. Apartment 3 is located on the thir ...
From $206 per night (USD)VRBO
From $502 per night (USD)Expedia
Highland Lake - Eastern shore - Mt. Views and Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Highland Lake House boasts a beautiful view down Highland Lake with the White Mountains in the distance. Perched on the ...
From $502 per night (USD)Expedia
From $536 per night (USD)VRBO
Panoramic Water, Island & City Views w\/Private Roof Deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We call our beautiful 3rd floor apartment ‘The Crow’s Nest’ not only because of the circular staircase that leads up to ...
From $536 per night (USD)VRBO
From $316 per night (USD)VRBO
Tide Mill Cottage - Luxury Home on Nonesuch River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy cottage blends vintage aesthetic, luxury décor, and modern convenience. On a private drive next to a tidal ri ...
From $316 per night (USD)VRBO
From $467 per night (USD)VRBO
Beautiful Falmouth Furnished 3 Bedroom 2 Bath Loft Close to Portland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3BR, 2BA Falmouth light and airy refurbished loft/condo near Falmouth Foreside provides three floors of spacious l ...
From $467 per night (USD)VRBO
From $360 per night (USD)Expedia
Private setting Sparkling Lake Sebago
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Swim in Sebago Lake, one of the cleanest lakes in the US. This property has been owned and used as a private vacation h ...
From $360 per night (USD)Expedia
From $545 per night (USD)VRBO
Enchanted Summer\/Fall lakefront Cottage, 20 mins from downtown Portland!
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 5
This is our cherished summer spot. Lake front, beautiful sunsets, 4 bedroom, sleeps 4 adults comfortably, 1 bath, kitche ...
From $545 per night (USD)VRBO
From $200 per night (USD)Expedia
Sand Pond Escape located in Picturesque East Baldwin, ME.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This seasonal property is located on a very quiet 70 acre pond in the rural Town of East Baldwin. The camp is located ri ...
From $200 per night (USD)Expedia
From $462 per night (USD)VRBO
Charming Pine Point Cottage - 2 Blocks to Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to a tranquil northeast retreat by staying at this 3-bed, 1.5-bath vacation rental cottage! Backing up to ...
From $462 per night (USD)VRBO
From $456 per night (USD)Expedia
⭐LAKESIDE STORY⭐2BR Log Cabin⭐ Fire Pit, Views!⭐
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1963, this classic Maine Log Cabin is a real charmer! You'll love the warmth of the natural wood interior and ...
From $456 per night (USD)Expedia
From $412 per night (USD)VRBO
Centerview cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This is a newly renovated home, with a nice size kitchen with everything you made need for preparing your meals. Childr ...
From $412 per night (USD)VRBO
From $832 per night (USD)Expedia
The Perfect Maine Vacation House
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful house Located on Sebago Cove. Minutes to Naples Center. Great water view Large private dock Extra Large sun ...
From $832 per night (USD)Expedia
From $375 per night (USD)VRBO
Lakefront haven near Shawnee-central location-25 mi. to N.Conway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located in a quiet neighborhood, this home on Highland Lake is perfect for families or a friendly gathering, boasting 3 ...
From $375 per night (USD)VRBO
From $1009 per night (USD)Expedia
Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Registration #2018-4090. Walk everywhere from the SWEET! This huge, beautifully furnished space w/4 full bedrooms, plu ...
From $1009 per night (USD)Expedia
From $560 per night (USD)VRBO
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Windows with massive water & city views from the kitchen, dining and living areas, and 360 degrees from your private roo ...
From $560 per night (USD)VRBO
From $687 per night (USD)Expedia
Swim, Kayak, lawn games. Walk to ice cream. Live Theatre , firepit smores!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
64 Main sits on a large corner lot in the Friendly Village of Harrison, Maine. The current owner grew up in Harr ...
From $687 per night (USD)Expedia
From $183 per night (USD)VRBO
Ski chalet located in a quiet neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Perfectly maintained chalet 5 minutes from Shawnee peak and moose pond. Located in a quiet neighborhood just off of 302. ...
From $183 per night (USD)VRBO
From $277 per night (USD)Expedia
2King Bed BR Private Apt Downtown Brunswick
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely Newly Renovated 2 Bedroom (KING SIZE BEDS!) Private Apartment Located 1 Minute Walk From Maine Street In Brun ...
From $277 per night (USD)Expedia
From $395 per night (USD)VRBO
Lowell's Getaway. Kayaking, beaches, dining and AC from this water view home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lowell’s Cove Getaway is a beautiful 2 story home which overlooks the sparkling waters of Lowell’s Cove on beautiful Orr ...
From $395 per night (USD)VRBO
From $243 per night (USD)Expedia
Rustic Charm close to Portland
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
My place is a quiet cabin in the woods hidden away just outside of the biggest city in Maine. Peaceful and private. My h ...
From $243 per night (USD)Expedia
From $203 per night (USD)VRBO
Beautiful 1st Floor Apartment & Amazing Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Portland, ME, the secret vacation destination that is no longer a secret. Come stay with us and enjoy the ent ...
From $203 per night (USD)VRBO
From $207 per night (USD)Expedia
Cozy Point Sebago Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Vacationland Maine! Our clean and comfortable 3 BR cottage in Point Sebago is the perfect destination for a f ...
From $207 per night (USD)Expedia
From $405 per night (USD)VRBO
Sebago Lake Retreat with Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Looking for an escape from the hustle and bustle? We've got the retreat for you! Come enjoy this spacious and comfortabl ...
From $405 per night (USD)VRBO
From $794 per night (USD)Expedia
A marvelous house on the coast of Maine, just a short trip to Portland.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
For a few weeks each summer, we offer our beautifully designed home to people who are looking for a peaceful retreat sur ...
From $794 per night (USD)Expedia
From $612 per night (USD)VRBO
Vintage Maine & Modern Convenience in Portlands Exclusive East End
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our beautiful 2nd floor apartment is nicknamed ‘The Haven’ because it’s a perfect retreat. After a day of exploring, re ...
From $612 per night (USD)VRBO
From $351 per night (USD)Expedia
Dog-Friendly Lakefront Cottage w\/Lake Access, Deck, Gas Grill, A\/C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Loons Nest Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $351 per night (USD)Expedia
From $878 per night (USD)VRBO
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our Greek Revival home, built in 1875, combines beautiful historic details with modern updates to create a cozy and ecle ...
From $878 per night (USD)VRBO
From $496 per night (USD)Expedia
2-room downtown home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A great experience starts with a wonderful location. This 2 Bedroom Apartment Style Residence features a full kitchen, d ...
From $496 per night (USD)Expedia
From $1008 per night (USD)VRBO
Downtown Penthouse Suite - Stunning Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $1008 per night (USD)VRBO
From $334 per night (USD)Expedia
Falmouth Waterfront Carriage House Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Light and airy detached apartment in historic waterfront Town Landing community. 1 bedroom, pull-out sofa, full kitchen ...
From $334 per night (USD)Expedia
From $272 per night (USD)VRBO
Adorable cottage set among tall pines with sandy beach only .5 mile from town.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Original 1950's 2 BR, 1 bath seasonal cottage (offering heat and A/C this year), with gleaming wood floors, knotty pine ...
From $272 per night (USD)VRBO
From $859 per night (USD)Expedia
Penthouse Two Master Waterfront Suite with Rooftop
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Back-to-front top-floor penthouse suite with modern amenities, exposed b ...
From $859 per night (USD)Expedia
From $1269 per night (USD)VRBO
Sea Breeze by Bayley Vacation Rentals
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
**This rental is brought to you by Bayley Vacation Rentals! ** This spacious vacation home offers plenty of space for t ...
From $1269 per night (USD)VRBO
From $948 per night (USD)Expedia
Waterfront Two Master Suite Penthouse with Rooftop
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20185280-ST Top-floor penthouse unit in historic 19th century brick building with mo ...
From $948 per night (USD)Expedia
From $837 per night (USD)VRBO
Old Port Penthouse Suite - Amazing Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2023 City of Portland Registration #20182242-ST Fall in love with Portland in your very own private, top-floor penthous ...
From $837 per night (USD)VRBO
From $296 per night (USD)Expedia
Welcome To Salty Breezes 2\/BD Cottage Located At Tween Waters
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom cottage is nestled in Pine Pont and just steps to the gorgeous white sandy beach of the Point ! Come and ...
From $296 per night (USD)Expedia
From $618 per night (USD)VRBO
Modern, Luxury Lakefront Home on Crescent Lake, Maine
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Gorgeous lakefront home with modern amenities and authentic Maine charm. The wrap-around deck overlooks the peaceful tra ...
From $618 per night (USD)VRBO
From $308 per night (USD)Expedia
2 Bedroom ranch located in the heart of Pine Point steps to white sandy beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
WELCOME TO CHANGING TIDES LOCATED AT TWEEN WATER COTTAGES 2/BD ranch beautiful back yard with deck. Relax on the your de ...
From $308 per night (USD)Expedia
From $184 per night (USD)VRBO
Sebago Lake Cottage on Raymond Cape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Bunk House (450 ftsq). Built for our children and grand children visits. We added a 8 x 12 Screen Room on the front. ...
From $184 per night (USD)VRBO
Click For PricingExpedia
Water front lake house with private beach area.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 2 bedroom lakefront property - with 131' of lakefront property. Main floor has 2 bedrooms, bathroom and open ...
Click For PricingExpedia
From $222 per night (USD)VRBO
Newly Renovated Cottage in the Village area of Orr`s Island near the Scenic Cribstone Bridge
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Compass Rose! This newly renovated cottage is situated in the heart of the village area of Orr s Island. Walk ...
From $222 per night (USD)VRBO
From $540 per night (USD)Expedia
Spectacular Sunsets and Sandy Beach on Long Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Gorgeous lakefront home with beautiful private sandy beach area, dock, views of the White Mountains and epic sunsets! En ...
From $540 per night (USD)Expedia
From $236 per night (USD)VRBO
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
After extensive renovation we just posted new photos on line. Cozy cottage sleeping 4,with full kitchen and gorgeous de ...
From $236 per night (USD)VRBO
From $305 per night (USD)Expedia
Beachy Vibes Only !! Updated Oceanfront Gem for 2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Oceanfront, One bedroom, newly renovated cottage conveniently located ~ Our newly renovated, one bedroom cottage is situ ...
From $305 per night (USD)Expedia
From $282 per night (USD)VRBO
Frye Island 3br +Loft Home w\/Semi-Private Beach, Dock, & Mooring Across Street
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
3Br (plus loft), 1 Bath Home With A Large Living Room and Eat In Kitchen The home has a master bedroom with a king size ...
From $282 per night (USD)VRBO
From $1735 per night (USD)Expedia
THE BOATHOUSE- MOOSE POND\/PLEASANT MOUNTAIN
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Spacious, fully furnished house located at Moose Pond & base of Pleasant Mountain (Shawnee Peak Ski Resort) in Bridgton, ...
From $1735 per night (USD)Expedia
From $567 per night (USD)VRBO
Modern West End 2 Bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
You will not be disappointed in this Modern 2 bedroom apartment walk-in 1st floor unit able to comfortably accommodate ...
From $567 per night (USD)VRBO
From $545 per night (USD)Expedia
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guest Reviews: " Loved this place so much we stayed here again and will be back. Can’t say enough great things." Nove ...
From $545 per night (USD)Expedia
From $404 per night (USD)VRBO
Waterfront home on Forest Lake in Gray, Maine. Perfect for 1 or 2 couples.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hear the call of the loons on this private lake in southern Maine! This recently renovated, open concept, year round hom ...
From $404 per night (USD)VRBO
From $464 per night (USD)Expedia
Ocean front cottage with private beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Maine cottage with extra large porch with rocking chairs and 200 degree views of Casco Bay. Charming 2 bedroom ...
From $464 per night (USD)Expedia
From $467 per night (USD)VRBO
Historical 1st Floor 3BR APT Brunswick @ Bowdoin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space, we have this beautiful 3 bedroom apartment in downtown Brunswick ready ...
From $467 per night (USD)VRBO
Click For PricingExpedia
Lake Front Home on Long Lake with Beautiful Views of Mountains!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Come Relax and Recharge at Stone Oak Cottage! A Three Bedroom, Two Bathroom Lakefront Home with Expansive Views Overlook ...
Click For PricingExpedia
Click For PricingVRBO
Modern West End Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Modern top floor studio apartment in a walk up 3 floor building which has been recently fully renovated located in the h ...
Click For PricingVRBO
From $441 per night (USD)Expedia
The Globe House on Munjoy Hill - Walk to Breweries
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A fun, modern, cozy apartment sitting on top of Munjoy Hill on North Street. Enjoy some of the best views in the city fa ...
From $441 per night (USD)Expedia
From $634 per night (USD)VRBO
Private cabin on 3Acres with private hot tub! Lake access, Skiing, Snowmobiling!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Stunning newly renovated custom Ward Log home set back on 3 acres. Brand new furnishings, private hot tub, new kitchen ...
From $634 per night (USD)VRBO
From $4677 per night (USD)Expedia
MAINE WATERFRONT + MOUNTAIN COMPOUND • SLEEPS 50!
- Bedrooms:
- 8
- Bathrooms:
- 18
- Sleeps:
- 50
If you are looking for a large waterfront compound to rent- then look no further. This property comfortably sleeps up to ...
From $4677 per night (USD)Expedia
From $361 per night (USD)VRBO
Charming Lakeside Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Good Cheer Cottage is located in North Bridgton, Maine, sited directly on Long Lake with 200' of lake frontage. This cha ...
From $361 per night (USD)VRBO
From $419 per night (USD)Expedia
Spacious Family Home W\/in 3 Min Of The Largest Night Skiing Facility In N E
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious family home offering that "little piece of heaven" to a small or large family. Skiing, beautiful sandy beach ac ...
From $419 per night (USD)Expedia
Click For PricingVRBO
Historic Bakery House on Great Diamond Island with Lots of Charm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The historic Bakery is a freestanding one level 3 bedroom, 2 bath home with lots of charm. Large open floor plan in livi ...
Click For PricingVRBO
From $276 per night (USD)Expedia
Clean & cozy updated family resort cottage! Located on quiet dead end street.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom, 1 bath resort cottage located on the 7th hole of the well kept Point Sebago Resort golf course. With full ...
From $276 per night (USD)Expedia
From $712 per night (USD)VRBO
Tranquil, serene Sebago Lakefront House on 2 wooded acres - 300ft waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Your Luxury Lakeside Retreat on Sebago Lake ----------------------------------------------------------------- ...
From $712 per night (USD)VRBO
From $468 per night (USD)Expedia
Lakefront, sunsets, serenity in charming home on Panther Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Friday to Friday rentals only please. Let the sights and sounds of Panther Pond create a vacation rhythm for your stay ...
From $468 per night (USD)Expedia
From $159 per night (USD)VRBO
Sea-clusion by the sea! Cozy cottage within step of the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adorable, and recently renovated 1 bed/ 1 bath with new eat-in kitchen, comfortable living room and spacious bedroom. Si ...
From $159 per night (USD)VRBO
From $540 per night (USD)Expedia
Brand New 2 Bedroom Apartment in Heart of West End
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy this fully remodeled 2 bedroom apartment located on the first floor of a historic brownstone row house in ...
From $540 per night (USD)Expedia
From $844 per night (USD)VRBO
Waterfront, Luxury, Spacious home in Freeport!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
Newly furnished and renovated! Set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, gr ...
From $844 per night (USD)VRBO
From $420 per night (USD)Expedia
Private setting for a couple-just two people in the whole house!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Glorious Long Island Maine! Quiet, peaceful, friendly neighbors. Looking for a place to relax and rekindle your romanc ...
From $420 per night (USD)Expedia
From $445 per night (USD)VRBO
Spacious 3 Bedroom, 2 bath, new home, ocean views, close to Maine seafood!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
What sets “Epilogue” apart from other new rentals ?? This elite two- level home is newly constructed, and is situated on ...
From $445 per night (USD)VRBO
From $307 per night (USD)Expedia
Cheerful cottage with All inclusive family fun!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Point Sebago is a family focused destination with endless opportunities for summer fun. Resort Features: - Gorgeous L ...
From $307 per night (USD)Expedia
From $383 per night (USD)VRBO
Sebago Lake Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home has direct access to Big Sebago and the Songo River with a boat launch. Across the street from Sebago State Pa ...
From $383 per night (USD)VRBO
From $347 per night (USD)Expedia
Point Sebago 3 BR, 1.5 bath Maine lake cottage near beach on Purple Rd
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The perfect Maine vacation for your family! Our cottage is at the beginning of Purple Road, one of the most desirable lo ...
From $347 per night (USD)Expedia
From $396 per night (USD)VRBO
Back Cove Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Cozy Downtown Getaway w/ Free WiFi, a Full Kitchen, & Back Cove Bay Views Find yourself right in the heart of Portland a ...
From $396 per night (USD)VRBO
From $606 per night (USD)Expedia
EPIC VIEWS - Pond - Crooked River 14 ACRES - SECLUDED
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Pets Welcome. Hot tub with a EPIC view. Escape to complete privacy on 14 acres of stunning riverfront property on the Cr ...
From $606 per night (USD)Expedia
From $495 per night (USD)VRBO
Dog friendly getaway w\/ hot tub, sauna and skiing!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Year round fun at this majestic home located in Knights Hill Association. We are just 1 mile away from Pleasant Mt./Shaw ...
From $495 per night (USD)VRBO
Click For PricingExpedia
NEW! Family friendly cottage in Point Sebago Resort on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Family friendly Maine cottage located in the gated Point Sebago Resort Community offers guests complete and convenient a ...
Click For PricingExpedia