
Beachfront vacation rentals in Windham
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Windham
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Alluring 1 Bedroom cabin just 50ft from beach no.6
Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Oceanfront Condo with Awesome Views
Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Maine lakehouse 2.5 hrs from BOS, 40 min Portland
Beautiful lake living: 2.5 hours from Boston, 40 min. from Portland. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances, air conditioning. Minutes to Lewiston/Auburn - close to dining and stores. Spend your days swimming, canoeing, kayaking and fishing, use our grills or lobster pot to prepare your dinner and relax by the fire pit, toasting s'mores while watching the gorgeous sunsets.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Sunset Haven - Little Sebago Lake
Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Riverside|Sauna|Hot tub|Pizza Oven|Dogs
Step into riverside magic at this upscale retreat. With a king room, queen room, and kid-friendly bunk nook, this dreamy escape features a wood-fired sauna, hot tub, luxe SMEG appliances, a pizza oven, herb garden, gas fireplace, fire pit, espresso bar, outdoor ping pong, and a spa-like bath with double shower. Dog-friendly and unforgettable—this place isn’t just a stay, it’s a story. Miss it, and you’ll wonder what could’ve been.

Beautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Drakes Island Beach Front Breathtaking Property !
Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !
Popular amenities for Windham beachfront rentals
Pet-friendly beachfront home rentals

Whispering Pines: a Family Retreat on the Saco

Elegant condo on the water in downtown Wolfeboro!

Lakehouse Retreat on Jordan Bay, Sebago Lake

Beachfront on Highland Lake- close to Portland

Sebago Lake Cottage | Rare Private Beach & Views

Lake Winnipesaukee House with Slip, Kayaks, Views!

Log Cabin sleeps 8 located on shore of Long Lake

The Loon Nest, Waterfront Lake House, Wood Hot Tub
Beachfront home rentals with a pool

Locke Lake Ski & Swim

Lake Beach House at Poland Spring Resort

LUXURY OCEANFRONT CONDO Best Location on the beach

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

Oceanfront Cottage 1

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Relaxing Beachside Condo with Pool at Wells Beach

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
Private beachfront home rentals

Serenity on the Cove Non Smoking Property

New modern cabin-contemporary design meets nature

Loon Lodge : Spacious Lakeside Suite

Spectacular Oceanfront Home w/ Private Cove

Knotty Pine Cabin in the Pines

Peaceful and Rustic Lakeside Cabin

The Blowfish - Oceanside Escape

Recently renovated waterfront! Cedar Side Cottage
Quick stats about beachfront rentals in Windham

Total vacation rentals
Explore 20 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at € 87 per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Windham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham rentals

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
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- Beachfront rentals Cumberland County
- Beachfront rentals Maine
- Beachfront rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Diana's Baths
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Willard Beach
- King Pine Ski Area
- Wolfe's Neck Woods State Park
- Short Sands Beach
- Parsons Beach
- Crescent Beach State Park
- White Lake State Park
- Ferry Beach




