Cumberland Area, Maine Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Cumberland Area, Maine on RentalSaver.com!

Cumberland Area Rentals

Filter

Popular Areas

Click For Pricing
VRBO
Exquisite 2BR/2BA+Stunning Views+Munjoy Hill
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This recently renovated two-family home with stunning views of the Fore River, marina, and Casco Bay shipping channel is ...
Click For Pricing
VRBO
From $627 per night (USD)
Expedia
Sunset House on Chebeague Island Maine
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to the Sunset House located on Chebeague Island, Maine! Leave the mainland's daily rush of life behind. Step abo ...
From $627 per night (USD)
Expedia
From $279 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 $279 per night (USD)
VRBO
From $385 per night (USD)
Expedia
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 $385 per night (USD)
Expedia
From $1039 per night (USD)
VRBO
Lovely Cape Elizabeth Family Home 3 to 5 miles to Portland & Beaches 3,700 sq ft
Bedrooms:
2
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 $1039 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $818 per night (USD)
VRBO
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 $818 per night (USD)
VRBO
From $2035 per night (USD)
Expedia
The Beach House by 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 moder ...
From $2035 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $222 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 $222 per night (USD)
Expedia
From $332 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 $332 per night (USD)
VRBO
From $297 per night (USD)
Expedia
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 $297 per night (USD)
Expedia
From $426 per night (USD)
VRBO
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 $426 per night (USD)
VRBO
From $403 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 $403 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Spacious country house near lakes and skiing, convenient to downtown Bridgton.
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Come enjoy everything the beautiful Lakes Region has to offer! Hiking, boating, skiing, shopping, and more. Downtown Bri ...
From $356 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
From $328 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 $328 per night (USD)
VRBO
From $614 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 $614 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Stunning Private Waterfront Lodge on Crystal Clear Crescent Lake
Bedrooms:
2
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 $716 per night (USD)
VRBO
From $699 per night (USD)
Expedia
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 $699 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $364 per night (USD)
Expedia
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 $364 per night (USD)
Expedia
From $490 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 $490 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Dramatic Oceanfront House w/ Private Swimming Cove & Dock
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Sweeping Ocean Views from Three Suites, Private Swimming Cove and Dock Gather your family and friends for an authentic ...
From $971 per night (USD)
Expedia
From $286 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 $286 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perched overlooking Merriconeag Sound, this newly renovated studio apartment offers an elevated deck to watch the breath ...
From $242 per night (USD)
Expedia
From $246 per night (USD)
VRBO
West End 2nd Floor Apartment 762 Congress Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Regards, Brad 203-258-1301 C762CongressStreet@yahoo.com This is a furnished second-floor apartment located at 762 Congr ...
From $246 per night (USD)
VRBO
$Summers in Maine....\nWhip O'Will Lake House on Sabbathday Lake in New Gloucester$
From $675 per night (USD)
Expedia
Summers in Maine....\nWhip O'Will Lake House on Sabbathday Lake in New Gloucester
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Located directly on the coast is this enchanting two-bedroom getaway house in New Gloucester. Nestled just a 19-minute d ...
From $675 per night (USD)
Expedia
From $965 per night (USD)
VRBO
Gorgeous Home with Lake Views to Match
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-con ...
From $965 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
We close up the cottage during the winter months. Available May 1 - Columbus Day. One-week minimum, Saturday - Saturday ...
From $583 per night (USD)
VRBO
From $355 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 $355 per night (USD)
VRBO
From $467 per night (USD)
VRBO
Classic Maine waterfront cottage on pristine Highland Lake Windham/Falmouth
Bedrooms:
1
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 $467 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Weekly Discounts Charming Beach House at Pine Point straight walk 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 $581 per night (USD)
VRBO
From $384 per night (USD)
Expedia
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 $384 per night (USD)
Expedia
From $1506 per night (USD)
VRBO
Upscale large 3 bedroom unit 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 $1506 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Full Moon on the Harraseeket, Freeport, Maine
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to the Fish House; a small home on the Harraseeket River, near South Freeport Harbor that comes well stocked and ...
From $391 per night (USD)
Expedia
From $2594 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, sa ...
From $2594 per night (USD)
VRBO
From $415 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 $415 per night (USD)
VRBO
From $362 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 $362 per night (USD)
VRBO
From $671 per night (USD)
Expedia
The best place for the money!!!
Bedrooms:
1
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 $671 per night (USD)
Expedia
From $687 per night (USD)
VRBO
Adorable Beach House Across the Street From Beach!
Bedrooms:
1
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 $687 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Private Ocean Front property with bathing cove and deep water swimming
Bedrooms:
1
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 $303 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Inviting 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 $296 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Modern Home with a View
Bedrooms:
2
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 Pricing
Expedia
From $690 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 $690 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Waterfront home with furnished deck, ocean views, & full kitchen
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $557 per night (USD)
Expedia
From $264 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 $264 per night (USD)
VRBO
From $264 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 $264 per night (USD)
Expedia
From $717 per night (USD)
VRBO
Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
Bedrooms:
1
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 $717 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Classic Family Cottage, Ocean View from Porch, Peaceful Rural Location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Available May 1 - Columbus Day. Full-week rentals only, Saturday-Saturday July 1 - Labor Day. Three-day minimum otherwis ...
From $631 per night (USD)
VRBO
From $3978 per night (USD)
VRBO
Beautiful oceanside Castle with private beach and seasonal swimming pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The Castle at Garrison Field, was built as a Cotswolds, England style country manor house. The residence and elegant gro ...
From $3978 per night (USD)
VRBO
From $582 per night (USD)
Expedia
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 $582 per night (USD)
Expedia
From $350 per night (USD)
VRBO
'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 $350 per night (USD)
VRBO
From $447 per night (USD)
Expedia
WATERFRONT 20' from Lake Private EndofRoad Float KayaksFirepit 2026 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 $447 per night (USD)
Expedia
From $561 per night (USD)
VRBO
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 $561 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Beautiful Lakefront Escape - Book Your Fall Foliage GetAway!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Need a change of scenery? Come relax, fish, kayak, roast smores, hike nearby Rattlesnake Mountain or just light a fire ...
From $463 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Lakefront Cottage on Little Sebago - 100 ft of frontage, endless laidback 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 $341 per night (USD)
VRBO
From $294 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 $294 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Bayview Cottage with Deck, Firepit, 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 ...
Click For Pricing
VRBO
From $490 per night (USD)
Expedia
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 $490 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Luxury Lakefront Living in Lake Sebago Area
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
25 Years New Quality Custom 5 bedroom Lakeside Rabbit Ear Colonial. Pool table, 3 fireplaces & recreation and kitchen b ...
From $781 per night (USD)
VRBO
From $408 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 $408 per night (USD)
Expedia
From $1162 per night (USD)
VRBO
Oceanfront Luxury Modern Home - Heated Pool & Hot Tub - Minutes to Old Port
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
***Summer rentals Saturday to Saturday only*** Spectacular views of Casco Bay, a heated swimming pool (mid-May to Septe ...
From $1162 per night (USD)
VRBO
From $254 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 $254 per night (USD)
VRBO
From $307 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 $307 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Oceanside cottage perched near the Giant Stairs, offering amazing panoramic open ocean views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Surfside! This three-bedroom, two full bath cottage is the perfect getaway spot for you. On the main floor, ...
From $568 per night (USD)
VRBO
From $331 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 $331 per night (USD)
VRBO
From $234 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 $234 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Charming Retreat w/ Deck ~ 4 Mi From Casco Bay!
Bedrooms:
2
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 $280 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Spacious Waterfront Estate & Cabins W/ Porch, Fireplace, Kayaks & Free WiFi
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Saganook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $573 per night (USD)
Expedia
Click For Pricing
VRBO
Paradise Point - where memories are made!
Bedrooms:
0
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 ...
Click For Pricing
VRBO
From $166 per night (USD)
Expedia
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 $166 per night (USD)
Expedia
From $686 per night (USD)
VRBO
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Bedrooms:
2
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 $686 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Lofty cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
- Kayaks and life preservers available - Pets welcome children under 17 are free - Washer and dryer available This hom ...
From $499 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Completely remodeled 2 bedroom apartment in Portland's West End
Bedrooms:
1
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 $547 per night (USD)
VRBO
From $315 per night (USD)
Expedia
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 $315 per night (USD)
Expedia
From $321 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 $321 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Honeymoon Secret Capital
Bedrooms:
2
Bathrooms:
9
Sleeps:
16
This is a new property built in 2021, with all new features and equipment designed for honeymoon or wedding style. Very ...
From $756 per night (USD)
Expedia
From $1417 per night (USD)
VRBO
Hip & Luxurious Garden Retreat for Families, Foodies & Adventurers
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
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 $1417 per night (USD)
VRBO
From $643 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 $643 per night (USD)
Expedia
From $574 per night (USD)
VRBO
The Otis House by Bayley Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**This rental is brought to you by Bayley Vacation Rentals! ** Step into the Otis House and be charmed by the elegant f ...
From $574 per night (USD)
VRBO
Click For Pricing
Expedia
Elegant & Quiet Maine Escape w/ Sauna & Deck!
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Gather your loved ones and whisk them away to this light-filled, expansive Harrison home. The 7-bedroom, 4-bath vacation ...
Click For Pricing
Expedia
From $278 per night (USD)
VRBO
Midcentury Modern 2 Bedroom Village Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1st Floor. Updated and fully furnished 2 bedroom, living room, kitchen one bath apartment in the heart of Yarmouth Villa ...
From $278 per night (USD)
VRBO
From $571 per night (USD)
VRBO
Newly Renovated 4-BR House in Quiet Neighborhood Near Beaches & Portland
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
Welcome to Whispering Pines Hideaway, a serene sanctuary nestled in a charming residential area. Our inviting, newly ren ...
From $571 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Dream Lakefront Modern Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Everything for your perfect Maine getaway on Moose Pond during any season! Our immaculate lakefront cabin is the perfect ...
From $317 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Back yard paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Wake up to the sounds of chickadees (Maine’s state bird), you sip your coffee in this furnished family home. With except ...
From $531 per night (USD)
Expedia
From $1041 per night (USD)
VRBO
Nicest Waterfront in Maine w/ Private Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Beautiful, classic, recently built luxury home located at the center of Mackerel Cove, known as the most photographed wa ...
From $1041 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Five miles from the beach, newly remodeled home with lots of privacy.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This handicap accessible private home is 5 miles from the beach, 12 miles from downtown Portland, and 9 miles from Portl ...
From $302 per night (USD)
Expedia
From $295 per night (USD)
VRBO
New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
South Portland Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $295 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Newly Renovated 2nd Floor Apt near USM
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This gorgeous apartment features 3 bedrooms plus a bonus room off master bedroom, one with king size bed, two queen size ...
From $683 per night (USD)
Expedia
From $662 per night (USD)
VRBO
Classic New England Waterfront Cottage
Bedrooms:
1
Bathrooms:
5
Sleeps:
12
Our beach house is a classic, turn of the century beach front cottage nestled on Pine Point Beach. It’s been in our fami ...
From $662 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Chic One Bedroom Apartment In Portland's Arts District
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautifully furnished one bedroom apartment for 2 is on the first floor of a historic 1890 building. Completely re ...
From $286 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Water View Beach Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Street View and Google are not updated, this home and neighboring homes have been recently renovated, fully furnished ho ...
From $203 per night (USD)
VRBO
From $405 per night (USD)
Expedia
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Walk to the local markets and ...
From $405 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Njoy Luxury - MUST experience this exclusive and stunning lakeview home
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Welcome to Luxury! Nested in Western Maine Lakes Region area, this magnificent 4500 sqft home is as comfortable as it is ...
From $558 per night (USD)
VRBO
From $204 per night (USD)
Expedia
The Nest ~ Quiet location close to shops, dining and Downtown Freeport.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Nest is a newly renovated apartment with attention to detail showing exposed beams, vaulted ceiling, and hardwood th ...
From $204 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cumberland Charm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $400 per night (USD)
VRBO
From $664 per night (USD)
Expedia
2 Bedroom Apartment on Top Floor in Portland's West End
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come stay in the heart of Portland's West End. Located just steps away from some of the best restaurants, cafes and bars ...
From $664 per night (USD)
Expedia
Click For Pricing
VRBO
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Lake Daze at Pleasant Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
Click For Pricing
VRBO
From $514 per night (USD)
VRBO
Brand New Lake Home with Great Sandy beach on Sebago’s Basin
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Brand new (completely rebuilt in 2023, completion April 2024) 3 bedroom (including kids bunk room) and 3 bath w/ large k ...
From $514 per night (USD)
VRBO

Search Your Destination Now!

Cumberland Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals