Cumberland Area Rentals
- From $168 per night (USD)
VRBO
Walking Distance to Old Port | Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A cute apartment a few blocks from the Old Port waterfront. You will be within walking distance to many restaurants, sho ...
From $168 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Portland Apartment With AMAZING View of Harbor!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this 2 bedroom 1 bathroom unit with a great view! As you walk in you will feel at home as this apartment is ...
From $331 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Enjoy breathtaking sunsets from this newly renovated studio on Bailey Island
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Perched overlooking Merriconeag Sound, this newly renovated studio apartment offers an elevated deck to watch the breath ...
From $160 per night (USD)VRBO
- From $950 per night (USD)
VRBO
Exceptional Lakefront House on Big Sebago
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
View the sunset overlooking Sebago Lake from your own private dock! This stunning 4 bedroom 2.5 bathroom, lakefront hom ...
From $950 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Classic 3 bedroom cape on the stunning coast of Maine, sleeps 8 people
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for a special vacation in beautiful coastal Maine ? Visit the Hideaway in Harpswell. Located just 50 minutes fro ...
From $250 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious duplex w\/ furnished deck & patio! Great for families & close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious Vacationland Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Downtown Portand-762 Congress St. Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Regards, Brad 203-258-1301 C762CongressStreet@yahoo.com This is a second-floor apartment located on 762 Congress Street ...
From $225 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Ocean Front House with large wharf and dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This ocean front home, sleeps 6 comfortably and can accommodate more but we prefer no more than 6 due to our well. Thi ...
From $492 per night (USD)VRBO
- From $511 per night (USD)
VRBO
Spacious 4 bedroom waterfront home on Casco Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Are you looking to relax or for a great place to go with your pets? This house is at the end of the road, a peaceful and ...
From $511 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Whip O’ Will Beach House on Sabbathday Lake with In law Studio Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
The Whip O Will is located in a sandy cove on Sabbathday Lake in New Gloucester, Maine, home of the nearby Sabbathday La ...
From $286 per night (USD)Expedia
- From $871 per night (USD)
VRBO
Gorgeous Home with Lake Views to Match
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This spectacularly designed modern Maine home has everything for your getaway, and then some: lakefront living, open-con ...
From $871 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Spectacular Oceanfront House on Maine Coast
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
This is a spectacular summer house on the Maine coast with 180 degree view of ocean. The house, built in 1902, has tre ...
From $900 per night (USD)VRBO
- From $785 per night (USD)
VRBO
Luxurious, 4 Season Waterfront Home On Long Lake, Sebago Lake Regions In Maine
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Luxurious, modern, waterfront home on beautiful Long Lake in North Bridgton across a non busy street is a grassy area ...
From $785 per night (USD)VRBO
- Click For Pricing
VRBO
Fabulous Riverfront Home with Gorgeous Water Views!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful waterfront listing accommodates 14 and is now available as a weekly summer rental! This home features ...
Click For PricingVRBO
- From $700 per night (USD)
VRBO
The Captain York House
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The Historic Captain York House in a unique New England home that was originally one home built along side another. Thi ...
From $700 per night (USD)VRBO
- From $195 per night (USD)
VRBO
HARPSWELL MAINE - The Cottage @ AshPoint
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
ABOUT THE ACCOMODATIONS: In an ideal location on the Mid Coast of Maine, lies The Cottage @ AshPoint. This home away ...
From $195 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Due to the coronavirus, we’re taking extra steps to clean the entire cottage and to sanitize frequently touched surfaces ...
From $500 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Private and Quiet Lakefront Unit With Private Beach & Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, air-conditioned, townhouse set on private sandy beach of Long Lake in Bridgton, Maine. Modern 4 BR, 3 1/2 bat ...
From $425 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Luxury Pleasant Mountain Townhouse across from Moose Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in Maine at this beautiful Shawnee Peak / Pleasant Mountain condo/townhouse. Located on Pleasant Mountain and ...
From $300 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Bright and Fresh Back Cove4 Bedroom, Sleeps 8, Perfect for Reunions and Family
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Just renovated 4 bedroom off of Back Cove Portland. Sunny, bright and open plan. Great common areas for family or reunio ...
From $500 per night (USD)VRBO
- From $612 per night (USD)
VRBO
Weekly Discounts Charming Beach House at Pine Point Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Location Location Location!!! This newly renovated charming beach house provides the best of everything the Sou ...
From $612 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Hollywood meets seaside charm in the former cottage of famed director, John Ford
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You'll feel you've got one foot in the present and the other in the past when you step over the threshold of this sweet, ...
From $315 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Stunning White Water Ocean Views From This Peaks Island Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escaping to Valhalla by the Sea is like escaping to a simpler time, an experience not marked by time, but by your spirit ...
From $350 per night (USD)VRBO
- From $457 per night (USD)
VRBO
Classic Maine waterfront cottage on pristine Highland Lake Windham\/Falmouth
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highland Lake is a beautiful private pristine lake located in Windham/Falmouth Maine. Our lake is fed by springs and str ...
From $457 per night (USD)VRBO
- From $1893 per night (USD)
VRBO
Beach, 10 bedrooms, 20 lovely acres, large gathering spaces, fun activities
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 18
Quality time with loved ones is precious. Make the most of it at Nawandyn Estate where everyone can relax in the bucoli ...
From $1893 per night (USD)VRBO
- From $1293 per night (USD)
VRBO
Spacious historic home on 20 acres with beach, boathouse activity center & piano
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This home was built for New York Metropolitan Opera superstar Olivia Fremstad in 1915-16 and named "Nawandyn." In 1926, ...
From $1293 per night (USD)VRBO
- From $287 per night (USD)
VRBO
Urban studio in an amazing, central location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location, location! And of the best locations in town! This is such a great place to stay while in Portland. I have no d ...
From $287 per night (USD)VRBO
- From $802 per night (USD)
Expedia
Upscale large 3 bedroom within walking distance to everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Designer inspired spacious, modern home where detailed patterns and vibrant colors intertwine to create a space that fee ...
From $802 per night (USD)Expedia
- From $2000 per night (USD)
VRBO
Art Filled East End Home a short walk to waterfront, restaurants and shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Exquisitely decorated, art-filled home on Portland's highly sought after East End. Stunning water views from the master ...
From $2000 per night (USD)VRBO
- From $2249 per night (USD)
Expedia
THE LIGHTSHIP-MOOSE POND\/PLEASANT MOUNTAIN
- Bedrooms:
- 5
- Bathrooms:
- 12
- Sleeps:
- 30
The quintessential Maine lake house retreat! This property provides a spacious private waterfront including a smooth, s ...
From $2249 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Beautifully Spacious with Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful spacious place located 9 minutes from downtown Portland. The property is a restored 120 year old American four ...
From $155 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Wooded Highland Lake Waterfront Cabin - Great Beach and Dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in our charming 2 bedroom 'Maine Camp' lakefront cottage, which sits on 1 and 1/2 heavily wooded and secluded acre ...
From $250 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Full Moon on the Harraseeket, Freeport, Maine
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A small home on the Harraseeket River, near South Freeport Harbor comes well stocked and decorated. It is available for ...
From $266 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Lakefront Log Home with the only Outdoor Movie Theater
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
I want to make sure my home and surroundings are going to be a perfect fit for your vacation needs, so please Do Not sel ...
From $476 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Lakeside cottage, pretty view of Trickey Pond. #gladview#trickeypond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Open concept living/dining area w/cathedral ceiling overlooking the water with stunning sunrise views. Beautiful rustic ...
From $380 per night (USD)VRBO
- From $240 per night (USD)
VRBO
Quiet Getaway! Spacious Cabin - Close to Summer and Winter Fun!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Maine Cabin is a log home on a quiet, treed, 2 acre lot in Bridgton, Maine. We can sleep 8 people comfortably in 3 b ...
From $240 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Frye Island, Sebago Lake, Maine-Large Open Concept Chalet Sleeps 8+
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We are now booking for the 2023 Fall Season and 2024! Please send us a message to secure your vacation today! 4 bedro ...
From $315 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Rainy days? Game room for everyone to have fun! Sunsets await you!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Why families choose Jordan Bay Breeze for their summer vacation? Game room, 2 living rooms, mooring for boat, dock for l ...
From $525 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Oceanfront Dog Friendly Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This unique ocean side two-bedroom unit in a lovely Victorian home at The Willard Beach House is just 20 feet from the ...
From $385 per night (USD)VRBO
- From $640 per night (USD)
VRBO
Tranquil, Spacious, Family Vacation Home, Private Waterfront, 6 BR, 3.5 BA
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Are you headed to Maine and looking for a home away from home? Look no further than this well-loved, memory-filled, no-f ...
From $640 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Lakefront modern house--privacy, deck, dock & fireplace sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Modern house in Casco, ME has view of Parker Pond & 160 ft. of waterfront. Lake is clear, clean and perfect for swimming ...
From $250 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Charming Maine cottage overlooking the working waterfront.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Drake! Looking for a romantic couple's getaway? This charming, newly remodeled one-bedroom cottage is locate ...
From $218 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Spacious single-story cottage with ocean views, large screen porch, and a quiet location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Camp Bullwinkle! Nestled on a lightly wooded lot is this well-kept waterfront home conveniently located only ...
From $285 per night (USD)VRBO
- From $214 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 $214 per night (USD)VRBO
- From $554 per night (USD)
VRBO
Private Beach with the best views on Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Jamieson Pines is located right in the heart of Maines Lake Region. Placed on a peninsula of a natural sand bar, you wil ...
From $554 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Classic Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, charming 1896 cottage at the top of quiet, magical footpath. Has a secluded, peaceful feel but is only a 2-3 ...
From $218 per night (USD)VRBO
- From $325 per night (USD)
VRBO
WATERFRONT-amazing views\/nature\/privacy\/swim\/dock\/fish. Saturday turnover-summer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptional property: Oceanfront Private guest house on 4 acre estate. Our peninsula has 2 secluded coves on either side ...
From $325 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Spend a relaxing time on Orr's Island
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
The Bea House is a spacious 4 bedroom Dutch Colonial style home located on Harpswell Sound at the southerly end of Orr's ...
From $195 per night (USD)VRBO
- Click For Pricing
VRBO
Iconic Post and Beam Lake House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This open floor plan, tongue-in-groove, post & beam Maine lake house fronts on the large but tranquil cove at Cape Monda ...
Click For PricingVRBO
- From $600 per night (USD)
VRBO
Executive Home on Scarboro Beach, Vacation or Turn Work into A Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Furnished, well-appointed, spacious 3800 sq foot “executive home” on exclusive Scarborough Beach. The beach is a one-min ...
From $600 per night (USD)VRBO
- From $175 per night (USD)
VRBO
Harpswell, Maine, Seascape, Honeymoon Retreat, Writer's Paradise, On the Water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We only rent weekly minimum Sunday to Sunday Seascape is your quintessential Maine Camp. Situated at the end of the roa ...
From $175 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Spacious Charming Remodeled Pine Point Beach House Steps to Sandy Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spend your vacation at our charming beach house completely remodeled in 2007. Beautiful Pine Point beach and Maine's fam ...
From $400 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Very private waterfront getaway, close to tourist attractions, time to refresh
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Come to Casco, Maine, a quaint town with a population of 3750. We offer a picturesque and idyllic setting off Thompson ...
From $200 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Charming Peaks Island Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
City of Portland license # STHR 000153 2021 2021 updates: New queen memory foam mattress , new large shower, new Rinn ...
From $185 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Oceanfront Spectacular Views & All Tide Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Exceptional location near the end of Mere Point Peninsula, 25 feet from the ocean. Incredible southwesterly views of Cas ...
From $550 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Family-friendly one level home, Ocean view with semi-private beach access.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Johnson Homestead is located on the south end of Bailey Island looking out at the entrance to Mackerel Cove. With on ...
From $375 per night (USD)VRBO
- From $1299 per night (USD)
VRBO
700' OCEANFRONT RETREAT, FIRE PIT, 10 ACRES, 6 BR, 8 KAYAKS, 2 PDL BRDS,
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
While on this Great Island oceanfront property with about 700 feet of waterfront right on Casco Bay (south of Card Cove) ...
From $1299 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Modern Home with a View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the good life in this elegant and bold modern home on Portland’s coveted Munjoy Hill. Newly constructed and d ...
Click For PricingExpedia
- From $643 per night (USD)
VRBO
Oceanfront Cottage with Spectacular Views of Casco Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oceanfront cottage with spectacular views of Casco Bay available for weekly rental June through September. Just 30' fr ...
From $643 per night (USD)VRBO
- From $450 per night (USD)
Expedia
The best place for the money!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Heart of the West End, which is on the peninsula and part of the downtown. Quiet neighborhood, but nice bars and restaur ...
From $450 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Adorable Beach House Across the Street From Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Time for a beach vacation! Cozy home right across the street from Pine Point! Stroll the seven miles of quiet, sandy, ...
From $540 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Private Ocean Front property with bathing cove and deep water swimming
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Check THIS one out! What a spot! Situated almost at the tip of the peninsula Gun Point on Great Island, this location ...
From $257 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Amazing Ocean Views. Steps To The Beach & Fantastic Restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to your perfect Maine beach getaway! This historic home, built in 1875 has been updated throughout, and has brea ...
From $600 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Pine Point Beach House
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Spend your vacation at our charming beach house which has been completely remodeled and is a duplex. Beautiful Pine Poin ...
From $750 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Lake Cottage 3 Bd\/2 Ba\/ FREE Rnd.Trip FERRY TICKET! Two Weeks Left! See Below.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Weeks of July 6th-13th, and July 27-Aug. 3rd. Short walk to the lake. Frye Island is a private, seasonal, island communi ...
From $236 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Unique Waterfront Experience
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled above the only solar-powered, working waterfront, lobster wharf, this rental offers you a one of a kind experien ...
From $225 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy & Dog-Friendly Cabin w\/Lake & Beach Access, Private Gas Grill, Firepit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Lakeside Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingExpedia
- From $195 per night (USD)
Expedia
Pet-Friendly Countryside Home: 4 Mi to Long Lake!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Leave behind the noise of the city and escape to this 3-bedroom, 2-bathroom vacation rental in rural Maine! Outdoor enth ...
From $195 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Cozy Waterfront Cabin On Raymond Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Recently renovated camp with rustic appeal on the waterfront of pristine Raymond Pond in the Sebago Lakes Region. Camp f ...
From $175 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Gorgeous lakefront home on Sebago Lake!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 bedroom , 3 full bathroom home that comfortably sleeps 8. Bedroom1: 1 king Bedroom 2: 1 queen, Bedroom 3: 2 ...
From $800 per night (USD)VRBO
- From $307 per night (USD)
VRBO
Charming, Secluded, Island Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming, Secluded, Island Getaway for family and friends! This Down-front getaway has all the advantages to make your ...
From $307 per night (USD)VRBO
- From $925 per night (USD)
VRBO
Bridgton, Maine, Long Lake, Luxury Lakefront Private Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Built in 2001 with 151 feet of lake frontage, 1.4 acres! Very private and peaceful, yet close to many area attractions. ...
From $925 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Outstanding Pet Friendly Family Retreat on Frye Island in Sebago Lake sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cabin is located on beautiful Frye Island Maine - just a ferry ride away from Island time. Beach 5 is a short ride by g ...
From $270 per night (USD)VRBO
- Click For Pricing
VRBO
Spacious 2 Bedroom Summer Home on Picturesque Panther Pond
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and enjoy the view of Panther Pond! Traditional Maine summer lake house updated with many modern conveniences, inc ...
Click For PricingVRBO
- From $280 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 $280 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Waterfront Private Apartment, minutes from LLBean!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Our guest studio apartment has a private entrance, a king bed, a pull out sofa, a kitchenette, a walk-in shower, and por ...
From $185 per night (USD)VRBO
- From $335 per night (USD)
VRBO
SUPERB VIEW BIG SEBAGO LAKE WESTERN SIDE OF LAKE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
SCENIC MID CENTURY HOUSE, SLEEPS 6 WITH PRIVATE WATER ACCESS. WALKING DISTANCE TO STORE, RESTAURANT AND MARINA. 40 FT. D ...
From $335 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Frye Island, Sebago Lake, Maine, Single Family, Available Sunday - Friday
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available Sunday - Friday • Sleeps 8 • 3 Bedrooms + Loft • 2 Bath • Large Deck • Fire Ring • Golf Cart • Beaches • Commu ...
From $250 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Waterfront Retreat - Large Deck, Close to Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lakefront 2 bedroom, 1 bath, amazing deck with peaceful views. Great swimming with a gradual entry 'beach' good for kids ...
Click For PricingVRBO
- From $382 per night (USD)
Expedia
Niblet | Pine Point | Pet Friendly | Steps to Beach | Bayley Vacation Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**This rental is brought to you by Bayley Vacation Rentals! ** easide cottage Niblet exudes comfort with rustic decor a ...
From $382 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Hank’s Hideaway | Pet Friendly | Steps to the Beach | Bayley Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**This rental is brought to you by Bayley Vacation Rentals! ** Experience Maine at Hank's Hideaway, a family haven near ...
From $346 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Waterfront home with furnished deck, ocean views, & full kitchen
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $456 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Knit 1, Purl 2: Fabulous Turn Of The Century Cottage, Peaks Island, ME
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
There is a 7 night minimum. One of the largest and finest cottages on the less populated side of the island, it is a fu ...
From $495 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Steps to Lake Sebago Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated finished basement with additional bedroom and family room. Water and beach access to beautiful Sebago La ...
From $254 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Point Sebago Resort - Purple Rd - Summer Booking Fast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summer - $1,885 (includes registration fee) per week (Sat-Sat) Spring or Fall weekends $230 per night (2 night minimum) ...
From $300 per night (USD)VRBO
- From $230 per night (USD)
VRBO
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom Townhouse Style Unit Welcome to 255 Spring Street, Unit #10! Historic and lovingly maintained West End prope ...
From $230 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Unique Historic House on Pristine Watchic Lake
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This charming semi-historic house is truly unlike any other. Perfectly situated on the eastern shore of beautiful and c ...
From $340 per night (USD)VRBO
- From $202 per night (USD)
Expedia
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 $202 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Beachfront Sebago Cottage w\/ Deck + Grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a break from the daily routine at this 1-bedroom, 1-bath cottage on Lake Sebago! Perfect for couples, this vacatio ...
From $195 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Classic Turn of the Century Island Summer Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
'Evergreen Anchorage' has had many roles over the last century- a 1920's guest house, a tea room and an antique store. O ...
From $500 per night (USD)VRBO
- From $902 per night (USD)
VRBO
Private Home on Thompson Point Sebago Lake with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 17
This knotty pine interior 4 Bedroom Home on 1 acre on the water on Big Sebago Lake has a full southern exposure of the e ...
From $902 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Newly Renovated Craftsman Home Walking Distance To Willard Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
***We DO NOT list this house on Craigslist. The Angell House, located in the Willard Square area of South Portland, sit ...
From $495 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Quaint antique island home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Roomy three bedroom house. Master bedroom (queen bed), bedroom 2 (queen), bedroom 3 (2 twins). Large living room, form ...
From $225 per night (USD)VRBO
- From $261 per night (USD)
VRBO
Lake Front Cottage with Private Sandy Beach & Beautiful Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Upstairs you will find 4 bedrooms -- 1 queen bed, 2 full beds, a crib, and twin bed. The crib and twin bed are in the ...
From $261 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If you need an escape for the whole family (or perhaps from the whole family), a couples retreat, or simply the solitud ...
From $675 per night (USD)VRBO
- From $333 per night (USD)
VRBO
Lakeside living! Shawnee Peak across the lake- with kayaks & paddle board
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming lakefront house is located on Moose pond across the boat launch with private access to the lake in the bac ...
From $333 per night (USD)VRBO
- From $1450 per night (USD)
VRBO
Waterfront Private Estate Located On 5-Acre Peninsula With Dock And Mooring
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Watch picturesque sunsets from our post-modern, shingle-style, 4100 sq. foot house with a wrap-around deck on Sebascodeg ...
From $1450 per night (USD)VRBO
- From $850 per night (USD)
VRBO
The Lodge - 6 bedroom\/7 bathroom Family Friendly House with Lake Views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Updated 3,000 family friendly home. (Linens/towels not included) First floor has 2 bedrooms (each with a queen & twin), ...
From $850 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Frye Island Outstanding Waterfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO A WATERFRONT home designed as a lighthouse located on Frye Island, Sebago Lake! Sebago Lake is the second la ...
From $425 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Turn-of-the-Century Classic Maine Cottage with Sweeping Southeasterly Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Spindrift! This wonderful Turn-of-the-Century New England-style cottage sits on the water's edge at the mout ...
From $339 per night (USD)VRBO