Cumberland Area Rentals
- From $350 per night (USD)
VRBO
Waterfront Cabin on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
3 Night Min. For May & June 2024! Now booking Friday to Friday for July & August! You can't get any closer to the water ...
From $350 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Sebago Lake - Point Sebago 2 bedroom home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom 2 bath home in Point Sebago Resort. Enjoy all that this family resort has to offer. 775-Acre Resort, 1-Mile of ...
From $425 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Ocean House: Stunning Oceanfront Views, Spectacular Sunrises Peaks Island, Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
<b>Ocean House: A Peaks Island (Portland, Maine) Oceanfront Haven</b> Perched at the cusp of the wide-open Atlantic, Oc ...
From $598 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Water front cottage on Sebago Lake cove Naples Maine pets accepted
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Open floor plan three bedroom one bath can sleep 6 deck fire pit gas grill boat dock overlooking Sebago Lake Cove on a ...
From $286 per night (USD)VRBO
- From $1385 per night (USD)
VRBO
Lake front on Sebago
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
This stunning lakeside retreat is ready to be the backdrop of your most favorite Maine vacation memories. Enjoy the newl ...
From $1385 per night (USD)VRBO
- From $999 per night (USD)
Expedia
Two Beautiful apartment
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Two spacious apartments just minutes from everything! Bright colors, perfect for large families, group of friends, and P ...
From $999 per night (USD)Expedia
- Click For Pricing
VRBO
Bowman Island rustic sea cabin\/ “glamping” getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We would like to share our private island with you located in the beautiful Casco Bay. This rustic sea cabin provid ...
Click For PricingVRBO
- From $219 per night (USD)
VRBO
Beautifully updated short walk to the beach and 5-7 min to Portland.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This property is located .2 miles from cliff house beach and a 10 minute walk to Willard Beach or a 2 minute drive. Yo ...
From $219 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Spectacular Oceanfront Estate with Beautiful Sunsets on 8 acres
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The “Big House” is part of an incredible 8-acre private estate with a shared private beach, walking trails, cliff views, ...
From $650 per night (USD)VRBO
- From $950 per night (USD)
VRBO
SALE 7\/5-12 8\/23-30\n SPLIT A WEEK 7\/30- 8\/2 11am\nEmail for Details
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
FOR 2024 RENTING FRIDAY TO FRIDAY ONLY SALE LAST WEEK AUGUST Come stay at our beautiful Lakeview Lodge. We have en ...
From $950 per night (USD)VRBO
- From $629 per night (USD)
VRBO
Blue Doors by the Sea |Roof top deck | Steps to the Beach | Bayley Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
**This rental is brought to you by Bayley Vacation Rentals! ** Discover a spacious modern retreat, perfect for beach-lov ...
From $629 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Moose Pond Mountain Escape 3BR\/2BA and much to enjoy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with family and friends at this peaceful all season home. 3 bedrooms 2 full baths, huge screen porch and deck and ...
From $225 per night (USD)VRBO
- From $184 per night (USD)
VRBO
~Maine Glamping at its Finest~
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Robins Nest! Bathed in sunlight, this freshly renovated 784 square foot, 2 bedroom apartment is conveniently ...
From $184 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Great Vacation Home, Heart of Lakes\/Ski Region in Bridgton Me
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Perfect home to spend your vacation... Whether its spring, summer, fall, or winter, Bridgton has it all; boating, water ...
From $300 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Beautiful rental with private roof deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One of the best locations in town! Walk to downtown and waterfront. Unit has just undergone a full renovation and includ ...
From $549 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Condo at Pleasant Mountain
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for a seasonal escape all year round ? Come and witness a breathtaking view and relax. End unit condo with balc ...
From $225 per night (USD)VRBO
- Click For Pricing
VRBO
7 Minutes to the Old Port! Steps to the Back Cove \/ Ocean! Entire Home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
-5 Car off Street parking -1800+ square feet house will be yours. - 5 bedrooms, 5 queen beds, 4 bunks beds, and a qu ...
Click For PricingVRBO
- From $2000 per night (USD)
VRBO
Spacious 5 Bedroom, 2 Full Baths, Walkable Neighborhood! Close to Breweries!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Sunny, large Condo in a charming Portland neighborhood. Centrally located. Walk to Rosemont Market & Bakery, Elsemere ...
From $2000 per night (USD)VRBO
- Click For Pricing
VRBO
Modern, Spacious Guest Suite Near the Ocean
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our neighborhood is picturesque, woodsy and charming. Our home is modern, clean and comfortable. Your private guest suit ...
Click For PricingVRBO
- From $1057 per night (USD)
VRBO
SEBAGO LAKE HOME WITH WALK OUT SANDY BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful lakeside home on winding, quiet, dead-end, paved road in a family friendly neighborhood. Our home has a custom ...
From $1057 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Beautiful Munjoy Hill Private Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy, freshly remodeled apartment is fully furnished with new appliances, spectacular views of Casco Bay and the is ...
From $350 per night (USD)VRBO
- From $2200 per night (USD)
VRBO
Designer decorated in an amazing central location w\/rooftop deck!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Amazing location in Portland's West End within walking distance of everything due to central location. This building ha ...
From $2200 per night (USD)VRBO
- Click For Pricing
VRBO
Modern 1800's Cape House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our updated 1800's Cape House is located just under a mile from downtown Gorham. 20 minutes to Portland. Ski, swim, sh ...
Click For PricingVRBO
- From $254 per night (USD)
VRBO
Family Friendly Four Season Cottage at Point Sebago Beach & Golf Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom 1 & 1/2 half bathroom Four Season Resort Cottage in Family Friendly gated Point Sebago community. This clean a ...
From $254 per night (USD)VRBO
- From $659 per night (USD)
VRBO
Chebeague Island, ME Waterfront Home. Enjoy Island Living and Stunning Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
This classic coastal style Chebeague Island year round waterfront home sits on 3 acres of private secluded property with ...
From $659 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
“Footnote” is an ideal quintessential 1920’s Maine cottage located on Orr’s Island. presenting stunning ocean views and ...
From $299 per night (USD)VRBO
- From $999 per night (USD)
VRBO
Spacious Waterfront Luxury Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Two Ocean-View Master Suites And Two Additional Bedrooms Spectacular oceanfront home with 4 bedrooms, 4 bathrooms, hot ...
From $999 per night (USD)VRBO
- From $510 per night (USD)
Expedia
MILLION$ 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 $510 per night (USD)Expedia
- From $410 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 $410 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Point Sebago Resort 3 BR, 1.5 bath cottage near beach on Purple Rd
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our cottage is at the beginning of Purple Road, one of the most desirable locations at Point Sebago for those looking to ...
From $342 per night (USD)VRBO
- From $445 per night (USD)
VRBO
Spacious 3 Bedroom, 2 bath, new home, ocean views, close to Maine seafood!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $354 per night (USD)
VRBO
Heartrock on Long Island
- 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 $354 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Beautifully Restored Farmhouse Apartment 1st Floor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the town of North Yarmouth, close to the ocean, mountains and downtown Portland. Enjoy the state and all it ...
From $165 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Private Tranquil Sebago Lakefront House Retreat -Available Memorial Day Weekend!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The house has been newly renovated top to bottom in late 2021. Beautiful new queen-bed master bedroom, new kitchen, expa ...
From $550 per night (USD)VRBO
- From $419 per night (USD)
VRBO
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 $419 per night (USD)VRBO
- Click For Pricing
VRBO
Blueberry Cottage, Higgins Beach, Scarborough, ME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this private, waterfront, 3 bedroom, 2 bath cottage located on a small, residential island where the Spurwink Rive ...
Click For PricingVRBO
- From $191 per night (USD)
VRBO
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 $191 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $355 per night (USD)
VRBO
Spacious Family Home W\/in 3 Min Of The Largest Night Skiing Facility In N E
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Spacious family home offering that "little piece of heaven" to a small or large family. Skiing, beautiful sandy beach ac ...
From $355 per night (USD)VRBO
- From $378 per night (USD)
VRBO
Premier Portland location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished one bedroom condo in unbeatable location with high ceilings, beautiful moldings, hardwood floors, large living ...
From $378 per night (USD)VRBO
- From $1775 per night (USD)
VRBO
BEAUTIFULLY Renovated: 6 min to DT Portland, 3 blocks to Willard Beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
PLEASE NOTE: If your desired dates are reserved, please inquire about our four other vacation homes and you can view t ...
From $1775 per night (USD)VRBO
- From $399 per night (USD)
VRBO
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 $399 per night (USD)VRBO
- From $404 per night (USD)
VRBO
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 $404 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Oceanfront, Cozy, Newly renovated cottage~ Perfect for a couples getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Oceanfront, One bedroom, newly renovated cottage conveniently located ~ Our newly renovated, one bedroom cottage is situ ...
From $310 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Frye Island 3br +Loft Home w\/Semi-Private Beach, Dock, & Mooring Across Street
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $229 per night (USD)VRBO
- From $182 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 $182 per night (USD)VRBO
- From $395 per night (USD)
VRBO
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 $395 per night (USD)VRBO
- From $543 per night (USD)
VRBO
“Percival” Penthouse Suite: Breathtaking Views, Cupola, Walk to Restaurants
- 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 $543 per night (USD)VRBO
- From $240 per night (USD)
VRBO
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 $240 per night (USD)VRBO
- From $400 per night (USD)
VRBO
2300 SF, 3 Bdrm, 3.5 Bath Vacation Home Steps from Highland Lake
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Swan's End is a 2300 sf home 200 feet from the year-round Highland Lake. Three en-suite bedrooms, a huge great room, a f ...
From $400 per night (USD)VRBO
- From $245 per night (USD)
VRBO
2 Bedroom ranch located in the heart of Pine Point steps to white sandy beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $245 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Sebago Lake Cottage on Raymond Cape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Bunk House (225 ftsq). was built for our children and grand children visits. The entry comes into the kitchenette/l ...
From $200 per night (USD)VRBO
- From $895 per night (USD)
VRBO
“Cornelia” Waterfront Penthouse Suite, Prime Old Port Location, Amazing Views!
- 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 $895 per night (USD)VRBO
- From $856 per night (USD)
VRBO
“Henry” Penthouse Suite: Amazing Views, Waterfront, in the heart of the Old Port
- 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 $856 per night (USD)VRBO
- From $704 per night (USD)
VRBO
“Margaret” Penthouse Suite: Amazing views of Casco Bay, right in the Old Port
- 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 $704 per night (USD)VRBO
- From $275 per night (USD)
VRBO
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 $275 per night (USD)VRBO
- From $340 per night (USD)
VRBO
3 Bedroom home in Point Sebago resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is located in the amazing Point Sebago Resort. On a corner lot with private back yard with chairs for around f ...
From $340 per night (USD)VRBO
- From $600 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 $600 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Cozy Point Sebago Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: Point Sebago charges a rental registration fee of $10 per guest per night. This charge is separate and can be paid ...
From $270 per night (USD)VRBO
- Click For Pricing
VRBO
Delightful seaside cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming renovated antique guesthouse/cottage perched above Middle Bay in Harpswell, fifteen minutes from Brunswick and ...
Click For PricingVRBO
- From $750 per night (USD)
VRBO
The Perfect Maine Vacation House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful house Located on Sebago Cove. Minutes to Naples Center. Great water view Large private dock Extra Large sun ...
From $750 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Waterfront Home on Little Sebago Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom waterfront home located on Little Sebago Lake. This property includes a private dock and waterfront access. ...
From $384 per night (USD)VRBO
- From $265 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 $265 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Cheerful Single Level Home w\/ Shared Beach on Sebago Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy cottage just completely renovated, with sandy beach access and fourwheeling trails, available for rent. House righ ...
From $233 per night (USD)VRBO
- Click For Pricing
VRBO
Enchanted Summer\/Fall lakefront Cottage
- 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 ...
Click For PricingVRBO
- From $2498 per night (USD)
VRBO
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 $2498 per night (USD)VRBO
- From $235 per night (USD)
VRBO
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 $235 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Newly Updated 2-Story Home w\/ Shared Beach on Sebago Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful vacation home available for rent. Cottage right next door also for rent if you need more space (51 Ossippee S ...
From $235 per night (USD)VRBO
- Click For Pricing
VRBO
Log Sided Bridgton Home Close to Skiing and Lakes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Located 7 minutes from Shawnee Peak, this home is an excellent location for skiers and is just 40 minutes to North Conwa ...
Click For PricingVRBO
- From $297 per night (USD)
VRBO
Silent Nights at Moose Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this beautiful Bridgton vacation rental hidden in Knights Hill! Boasting 3 bedrooms and 2 bathrooms, this house ...
From $297 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Adorable Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Please note, we never advertise on Craigslist** Originally built in the 1890s, this cozy island cottage was recently ...
From $249 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Beach retreat, steps from ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SEA BISQUIT COTTAGE, spacious and bright one bedroom cottage. Vaulted ceiling. Living room with dining area (table and c ...
From $185 per night (USD)VRBO
- From $309 per night (USD)
VRBO
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 $309 per night (USD)VRBO
- From $115 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 $115 per night (USD)VRBO
- Click For Pricing
VRBO
Year Round Log Cabin Built In 1989 On Long Lake (2,000 Sq Ft)
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Five bedrooms: • Two bedrooms each with 2 twin beds on first floor. • Master bedroom on second floor with queen bed and ...
Click For PricingVRBO
- From $231 per night (USD)
VRBO
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 $231 per night (USD)VRBO
- From $120 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 $120 per night (USD)VRBO
- From $425 per night (USD)
VRBO
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 $425 per night (USD)VRBO
- From $289 per night (USD)
VRBO
Castle Rock, 1 mile to Bowdoin College
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Castle Rock, a captivating 3-bedroom, 3-bathroom family vacation retreat offering breathtaking waterfront vie ...
From $289 per night (USD)VRBO
- From $375 per night (USD)
VRBO
WEST SIDE WATER VIEW,SUNSETS, SCREENED PORCH, POOL TABLE, SPACIUOS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Driveway side entry, upon opening the door you will view the beautiful woodwork and wainscoting , Stone chimney and pool ...
From $375 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Charming waterfront cottage with large yard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious home with a fully furnished kitchen. We are located on a quiet peninsula on Harpswell Sound, with a beautiful ...
From $171 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Third Floor home of a 2 residence home. 3 bedrooms include a master with CA King temperpedic bed, 2nd BR has a Queen si ...
From $404 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Charming Waterfront Cabin with Mountain View and Private Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unplug and relax at this quaint rustic cabin that is very private and relaxing. Sit on the screened in porch and watch t ...
From $265 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Home away from home in suburb of Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully maintained 3 bedroom home with 2 and 1/2 baths in upscale community. Open floor plan. Wood floors througho ...
From $300 per night (USD)VRBO
- From $610 per night (USD)
VRBO
Beautifully Decorated Private Lake Front Home on Trickey Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Our house is a beautifully decorated, pine interior, immaculate and private lake front home. It has 4 bedrooms with 2 ba ...
From $610 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Lake Community Activities and Relaxation! Single Family Home in Bridgton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bridgton - an all-year playground! This renovated three bedroom, two bath home is in the family-friendly, Kn ...
From $163 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Paradise On Brandy Pond - Sleeps 8 - 10. Only 4 weeks left for 2024
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to our beautiful home in scenic Naples, Maine. It offers a large, newly renovated kitchen, dining room, family ...
From $700 per night (USD)VRBO
- From $536 per night (USD)
VRBO
Waterfront on Orr’s Island. 3 bd\/2ba Private setting with float\/dock.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Orr’s Island Cottage” is much more than a cottage. It is an enchanted and charming home boasting expansive views o ...
From $536 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Willard Beach Neighborhood-Close to all Southern Maine has to offer!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Come experience a bit of history in this 1200 sq ft , circa 1870 cottage with charming original features and modern con ...
From $395 per night (USD)VRBO
- From $243 per night (USD)
VRBO
Tidal Cove- Informal Charming Cottage Rebuilt to Passive Cozy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Open sunny cottage at head of Basin Cove where the tide ebbs and flows inviting herons and egrets to scavage along the w ...
From $243 per night (USD)VRBO
- Click For Pricing
VRBO
Pine Point Beach house and cottage, 2 miles from OOB, 20 minutes to Portland.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
For the month of May I am only hosting the house which has 2 bedrooms, 1 1/2 bath, liv rm, din rm, solarium and deck. T ...
Click For PricingVRBO
- From $165 per night (USD)
VRBO
Waterfront Family Bungalow on Beautiful Potts Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step out of the stress of everyday life and into this little bit of paradise. This family owned cottage is attached to t ...
From $165 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Atlantic Ocean Views, Private Beach. Newly Built Home Close To Portland, Maine!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This newly built cottage (2013) in Cape Elizabeth, Maine is located in a private Atlantic ocean front neighbourhood at t ...
From $495 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Great 2 bedroom apartment on Munjoy Hill! Private backyard - walk everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful 2 bedroom, sunny, modern apartment. Deck with gorgeous view of Casco Bay. Private,peaceful, beautiful yard w ...
From $350 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Quaint Guest Cottage Overlooking Potts Harbor
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Leave the stresses of everyday life behind and enjoy a relaxing vacation along the beautiful Maine coast, where the slog ...
From $125 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Watch The Sun Set, The Tide Change On A Beautiful And Peaceful Salt Water Inlet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Harpswell!!! ANOTHER DAY IN PARADISE!!!! Surrounded by 300 acres of pristine land in Harpswel ...
From $260 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Cozy All Season Beach House, Near Beaches\/Portland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Kick back and relax in this calm, stylish space. Whether you're in the area to spend time at the beach or to visit Portl ...
From $487 per night (USD)VRBO
- Click For Pricing
VRBO
Panoramic Views, Chef's Kitchen & Less than 2 Miles to Higgins Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Spurwink Riverside, located just under 2 miles from Higgins Beach. Bird watchers will appreciate the sweeping ...
Click For PricingVRBO
- From $230 per night (USD)
VRBO
Lake access, association pool, beach and convenient ski home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom, 2 bath home in quiet residential neighborhood association. Half acre property with woods, dog runner, parkin ...
From $230 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Peaks Island, easy to get to and harder to leave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Peaks Island, easy to get to and harder to leave, is a wonderful place to spend time with your family. Our 2BR/1BA cott ...
From $275 per night (USD)VRBO