Cumberland Area Rentals
- From $579 per night (USD)
VRBO
Elegant & Quiet Maine Escape w\/ Sauna & Deck!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 18
Gather your loved ones and whisk them away to this light-filled, expansive Harrison home. The 7-bedroom, 4-bath vacation ...
From $579 per night (USD)VRBO
- From $214 per night (USD)
Expedia
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 $214 per night (USD)Expedia
- From $689 per night (USD)
VRBO
Maine Getaway: Bright Beautiful Back Cove Home Near Woodfords Corner & Old Port
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious three-bedroom, two and a half bath New England Cape in Portland’s gorgeous Back Cove neighborhood. You get the ...
From $689 per night (USD)VRBO
- From $566 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 $566 per night (USD)Expedia
- From $1083 per night (USD)
VRBO
Nicest Waterfront in Maine w\/ Private Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful, classic, recently built luxury home located at the center of Mackerel Cove, known as the most photographed wa ...
From $1083 per night (USD)VRBO
- From $295 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 $295 per night (USD)Expedia
- From $550 per night (USD)
VRBO
3-BR House in Quiet Neighborhood Near Beaches & Portland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Whispering Pines Hideaway, a serene sanctuary nestled in a charming residential area. Our inviting 3-bedroom, ...
From $550 per night (USD)VRBO
- From $234 per night (USD)
Expedia
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 $234 per night (USD)Expedia
- From $881 per night (USD)
VRBO
Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Sea the World Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $881 per night (USD)VRBO
- From $233 per night (USD)
Expedia
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 $233 per night (USD)Expedia
- From $399 per night (USD)
VRBO
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 $399 per night (USD)VRBO
- From $745 per night (USD)
Expedia
Classic New England Waterfront Cottage
- Bedrooms:
- 2
- 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 $745 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Beautiful Beachside Home with open concept and only a short walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the neighborhood of Pine Point, Four King is a charming garden oasis with ocean view and only a short walk to ...
From $1000 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $107 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 $107 per night (USD)Expedia
- From $1187 per night (USD)
VRBO
NEW -Beautiful Renovated Private Ocean Front Cottage with Sunsets and Sunrises
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 6
NEW to the rental market!! This beautifully renovated, PRIVATE waterfront seaside cottage is ready for your immediate we ...
From $1187 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Njoy Luxury - MUST experience this exclusive and stunning lakeview home
- Bedrooms:
- 4
- 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 $499 per night (USD)Expedia
- From $175 per night (USD)
VRBO
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 $175 per night (USD)VRBO
- From $136 per night (USD)
Expedia
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 $136 per night (USD)Expedia
- From $429 per night (USD)
VRBO
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 $429 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Lake & ski view home with seasonal dock, kayaks, canoe, WiFi & foosball - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Lake Daze at Pleasant Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $336 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Guest room with private bath and gourmet breakfast served daily
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Nicholson Inn is a classic New England B&B located in downtown Freeport, just steps to LL Bean and all shops and out ...
From $273 per night (USD)VRBO
- From $786 per night (USD)
VRBO
Seaside 4 bedroom, 1 bath Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
This bright and cheerful 4 bedroom, 1 bath ocean-side cottage is sure to be a wonderful place to make lasting memories w ...
From $786 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Cozy ski-in\/ski-out chalet w\/ a gas fireplace & full kitchen - dogs welcome
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Chalet at Shawnee Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $345 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Brand New Lake Home with Great Sandy beach on Sebago’s Basin
- Bedrooms:
- 3
- 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 $500 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Waterfront Cottage: Spectacular Views! Includes Kayaks, Grill, Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Talbot Way Cottage! Beautiful water views from every room, wood floors, open-beam ceilings, huge fireplace, ...
From $350 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Beautiful Cape Elizabeth Home just a Short Walk to the Beach & Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
Welcome to your home away from home! This lovely four bedroom, two bathroom multi-level home has been newly renovated, f ...
From $145 per night (USD)VRBO
- From $714 per night (USD)
VRBO
Highland Dream: Summer Paradise! 5BR\/2BA W Sandy Beach, Stay and Play. 4 Seasons
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
If you’re looking for the perfect private getaway you found it here. Highland Dream is a 5 bedroom waterfront home featu ...
From $714 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Perfect spot for a couples get-away, ocean views from the balcony and sitting area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Goldsmith Apartment! This studio garage apartment is located right on Harpswell Sound. It offers beautiful s ...
From $225 per night (USD)VRBO
- Click For Pricing
VRBO
Woodhaven Hideaway on Woods Pond..
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Woodhaven Hideaway, located directly across from the beautiful Woods Pond Beach. The beach is known for its a ...
Click For PricingVRBO
- From $900 per night (USD)
VRBO
Stunning and Spacious 6 BR Waterfront House with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
A beautiful craftsman-style home with water views, comfort and character! This three story house features six bedrooms, ...
From $900 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Lakefront Cottage - private dock, 3 large decks, large fire pit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Your family and friends will love this lakefront retreat on the shores of Watchic Lake! Enjoy lazy afternoons on the wat ...
From $455 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Sunrise Catcher with a Panoramic View!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all that Maine has to offer in this 3900+sq ft contemporary home located on 180 ft of ocean front property. This ...
From $625 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Point Sebago Resort - Fun for All Ages - 30 Purple Road
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy an amazing family vacation at a lakeside cottage. Point Sebago Resort is a great family vacation spot with endles ...
From $271 per night (USD)VRBO
- From $111 per night (USD)
Expedia
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy spacious accommodations and two floor living with 1200 square feet of living space. Amenities Include a well equip ...
From $111 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Njoy Charm - Gorgeous Family and Pet Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You will fall in love with this charming log sided chalet style home! Warm pine interior, large open concept living, won ...
From $349 per night (USD)VRBO
- Click For Pricing
Expedia
Polished condo with balcony - walk to Eastern Promenade & Casco Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The East Ender Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $360 per night (USD)
VRBO
Spacious yet cozy 3 bedroom unit close to it all
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The perfect place to drop after you shop! Groups of friends and families alike can comfortably sprawl out in our 3 bedro ...
From $360 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Brand New 1 Bedroom Apartment in Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come and enjoy this fully remodeled 1 bedroom apartment located on the 2nd floor of a historic brownstone row house in P ...
From $189 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Waterfront Cabin in Naples, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect getaway ..Breath taking water views. Walk to stores and restaurants. Small beach located right out front to take ...
Click For PricingVRBO
- From $519 per night (USD)
VRBO
Nature with in-town living that feels a world away. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse in the tranquility of nature while allowing your comfort be seduced by this architect's successful attempt at a ...
From $519 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Crystal Lake House W\/ Private Beach + Lake Access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Quiet nature retreat perfect all-year-round w/private sandy beach+lake access! Max 8 adults (strictly enforced).Not suit ...
From $850 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Dog-friendly home with high-speed WiFi, washer\/dryer, & private dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Harpswell Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $171 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Munjoy Hill with Private Yard and 2 Decks!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
License No. STHR-003526-2021 Bath remodeled and home completely furnished in Fall 2021. Steps to Old Port and Eastern ...
From $620 per night (USD)VRBO
- From $175 per night (USD)
Expedia
The Outlet House, Comfortable Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently and perfectly located! Our cottage is located on a quiet dead end street yet walking distance to shops, res ...
From $175 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Lakefront cabin on Brandy Pond with dock, deck, firepit, kayaks & paddleboard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Brandy Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $355 per night (USD)VRBO
- Click For Pricing
Expedia
Great location on Bailey Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Completely renovated cottage within walking distance to beaches, restaurants and the most beautiful coastal vistas you c ...
Click For PricingExpedia
- From $272 per night (USD)
VRBO
Clean 2 Bedroom Close To Downtown Old Port
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Portland, stay in this nice 2 bedroom 1 bath apartment just a short walk to downtown Old Port. You will find ...
From $272 per night (USD)VRBO
- From $781 per night (USD)
Expedia
Cabin on the Lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the entire beautiful Cabin tucked away on Crystal Lake with a fireplace! You will have water views from our large ...
From $781 per night (USD)Expedia
- From $352 per night (USD)
VRBO
LOVELY, LUXURY, NEW BIG SEBAGO HOUSE, WATER ACCESS,\nINCLUDES DOCK & MOORING
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW CONSTRUCTION BEAUTIFUL SEBAGO LAKE HOUSE, SLEEPS 6 WITH DOCK AND MOORING. 2 FULL BATHS. GAS FIREPLACE. HEAT PUMPS FO ...
From $352 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Lakefront Home with High-Speed WiFi, Lake View, Dock, Washer\/Dryer, and Kayak
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Happy Moose Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $207 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Breathtaking Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Take the ferry across to this waterfront, 4 bedroom (1 is a sunroom with a pullout couch) 2 bath home on the sunset side ...
From $495 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Long Lake Cottage with sandy walk-in access, dock for boat, kayak to ice cream
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Wake up on Long Lake to spectacular sun rises and the serenading of loons. This charming cottage faces East and sits dir ...
From $425 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w\/ AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy New England vibes in this qaint Cottage in Pine Point Beach, Maine. This super cute home is located 20 miles ...
From $288 per night (USD)VRBO
- Click For Pricing
Expedia
Big Sebago Lake Rental Waterfront Private Beach | 2br Front Cottage and Studio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property updates include Mini-Split heat pump AC/heat units in each bedroom and common area! Recent renovation includes ...
Click For PricingExpedia
- From $158 per night (USD)
VRBO
Highland Lakefront Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lakeside Cottage with 1 bedroom and loft area for sleeping. Boat dock, fishing, swimming, enjoying the lake and nearby ...
From $158 per night (USD)VRBO
- From $329 per night (USD)
Expedia
LOCATION!!! ON THE WATER WITH ACCESS TO BOTH SEBAGO AND LONG LAKES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 1,500 square ft on the lake. The living space is on the second floor of a large house, overlooking the lake. ...
From $329 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Stunning Views from Spacious Oceanfront Home on Freeport's Wolfe's Neck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This bright and spacious, comfortable home offers sweeping ocean views from nearly every window. Two master bedrooms at ...
From $595 per night (USD)VRBO
- From $239 per night (USD)
VRBO
4 bedrooms 2 bath Knights Hill Association
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
OCCUPANCY LIMIT 10. PETS OKAY WITH $125 FEE. Located in the Knights Hill Association with convenient access to swimming ...
From $239 per night (USD)VRBO
- From $876 per night (USD)
VRBO
NICEST LAKEHOUSE IN MAINE -- PRIVATE BEACH -- LUXURY!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Crescent Lake is situated in the beautiful Sebago Lakes Region and this elegant, modern home is located on the desirable ...
From $876 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Private waterfront <5 min to Shawnee Peak & town. Dock, pool table, ping-pong
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Looking for an easy, private getaway with your own waterfront? A place surrounded by trees but around the corner from e ...
From $145 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Charming summer cottage with all the comforts of home. Fabulous covered porch overlooking Card Cove!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Card Cove Cottage! Situated on beautiful Card Cove this house sits right over the water and allows you to ex ...
From $250 per night (USD)VRBO
- From $120 per night (USD)
Expedia
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 $120 per night (USD)Expedia
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Beautiful Island Retreat off the coast of Maine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come spend time in a lovely sea side home. The ocean views from almost every window are sure to relax. Our 3 bedroom ho ...
From $425 per night (USD)Expedia
- From $560 per night (USD)
VRBO
April Vacation is open - come stay and save big!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come stay at this newer ski chalet. Features quality craftmanship throughout - Maine ski lodge designed contemporary ch ...
From $560 per night (USD)VRBO
- From $398 per night (USD)
Expedia
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 $398 per night (USD)Expedia
- From $180 per night (USD)
VRBO
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 $180 per night (USD)VRBO
- From $90 per night (USD)
Expedia
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 $90 per night (USD)Expedia
- From $758 per night (USD)
VRBO
Sebago Lake Gem on Private Cove w\/ Boat Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $758 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Pines Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $151 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Lakefront Cottage with Screened Deck, Great Lake View, WiFi & Shared Firepit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Boathouse Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $310 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Great Ocean View Summer Cottage Rental with Boat Mooring on Great Diamond Island
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Vacation summer house on Great Diamond Island, with the boat mooring right out front. Our 4 bedroom house sports a gran ...
From $399 per night (USD)Expedia
- From $795 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 $795 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Sebago Lake House | Sleeps 10 | Unbeatable View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This home on Sebago Lake is not just a magnificent place that sleeps 10, this is definitely a perfect place for gatherin ...
From $376 per night (USD)Expedia
- From $306 per night (USD)
VRBO
The Hidden Cove | Marsh Views| 3 Minute Beach Walk | Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals!** The Hidden Cove is a stylish, coastal retreat for up to fo ...
From $306 per night (USD)VRBO
- From $473 per night (USD)
Expedia
The Cove | 5 Min Beach Walk | Recently Updated | 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 getawa ...
From $473 per night (USD)Expedia
- From $71 per night (USD)
VRBO
Bright & Spacious Apartment with Amazing Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spend your vacation, work-trip, or weekend getaway in our lovely, downtown apartment. Apartment 3 is located on the thir ...
From $71 per night (USD)VRBO
- From $232 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 $232 per night (USD)Expedia
- From $377 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 $377 per night (USD)VRBO
- From $485 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 $485 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Private setting Sparkling Lake Sebago
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $250 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Charming Pine Point Cottage - 2 Blocks to Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $287 per night (USD)Expedia
- From $209 per night (USD)
VRBO
⭐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 $209 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Centerview cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is a newly renovated home, with a nice size kitchen with everything you made need for preparing your meals. Childr ...
From $236 per night (USD)VRBO
- From $544 per night (USD)
VRBO
Industrial Farmhouse Chic in Portland's Most Desirable Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Registration #2018-4090. Walk everywhere from the SWEET! This huge, beautifully furnished space w/4 full bedrooms, plu ...
From $544 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Windows with massive water & city views from the kitchen, dining and living areas, and 360 degrees from your private roo ...
From $499 per night (USD)Expedia
- From $510 per night (USD)
VRBO
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 $510 per night (USD)VRBO
- From $170 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 $170 per night (USD)Expedia
- From $160 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 $160 per night (USD)VRBO
- From $145 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 $145 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Lowell's Getaway. Enjoy kayaking, beaches, and dining 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 $230 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Beach access, swimming and kayaking at this 3BR water view home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Morse Shore is a 3-bedroom 2 bath home overlooking the beautiful Merriconeag Sound in Casco Bay, Harpswell. This home ...
From $395 per night (USD)Expedia
- From $159 per night (USD)
VRBO
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 $159 per night (USD)VRBO
- From $71 per night (USD)
Expedia
Beautiful 1st Floor Apartment & Amazing Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $71 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Stunning lakefront retreat with dock, fast WiFi, & firepit - dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lakeview Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $337 per night (USD)VRBO
- Click For Pricing
Expedia
1st Floor Private Entrance Condo. Walk to Restaurants and Parks!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Walk to the Arts District, Old Port, bars, restaurants, Farmer's Market, Portland Expo and Sea Dogs baseball stadium! A ...
Click For PricingExpedia
- From $353 per night (USD)
VRBO
Sebago Lake Retreat with Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Looking for an escape from the hustle and bustle? We've got the retreat for you! Come enjoy this spacious and comfortabl ...
From $353 per night (USD)VRBO
- From $434 per night (USD)
Expedia
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 $434 per night (USD)Expedia