Beachfront holiday rentals in Windham

Find and book unique beachfront homes on Airbnb

Quick stats about beachfront rentals in Windham

  • Total holiday rentals

    Explore 20 holiday rentals in Windham

  • Nightly prices starting at

    Windham holiday rentals start at £75 per night before taxes and fees

  • Verified guest reviews

    Over 1,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Windham holiday rentals include wifi 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!

Top-rated beachfront rentals in Windham

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Top guest favourite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield
4.99 out of 5 average rating, 110 reviews

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Top guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 257 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favourite
A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.
Home in Windham
4.95 out of 5 average rating, 193 reviews

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.

Top guest favourite
Home in Oxford
5 out of 5 average rating, 242 reviews

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.

Guest favourite
A tranquil lakeside scene showcases sandy beach leading to clear water. A boat dock extends into the lake, with boats visible nearby. Lush greenery frames the view, while fluffy clouds float above the water, creating a peaceful atmosphere.
Cottage in Gray
4.82 out of 5 average rating, 111 reviews

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

Top guest favourite
An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.
Home in Higgins Beach
5 out of 5 average rating, 115 reviews

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Top guest favourite
A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.
Cottage in Saco
4.95 out of 5 average rating, 514 reviews

Deja Blue Guesthouse

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Guest favourite
Home in Greenwood
4.96 out of 5 average rating, 131 reviews

Lakefront summer getaway for 6

Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!

Guest favourite
An aerial view captures a vibrant riverside cabin, surrounded by lush greenery and tall trees. The property sits beside a rocky stream, with a pathway leading up to the cabin's entrance, creating a serene and inviting outdoor setting.
Cabin in Intervale
4.86 out of 5 average rating, 218 reviews

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.

Guest favourite
A sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.
Home in Wells
4.88 out of 5 average rating, 140 reviews

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 !

Top guest favourite
A spacious master bedroom features warm wooden walls and ceiling beams, creating a cozy ambiance. A plush bed is positioned in front of a stone fireplace. Large glass doors invite natural light and provide views of the outdoor space, enhancing the overall serenity.
Guest suite in New Hampshire
5 out of 5 average rating, 205 reviews

A luxury log apartment located on the Saco River

This exquisite log apartment offers a one of a kind luxury experience with a private master bedroom including a gas stone fire place, king bed with exquisite bedding and a balcony which overlooks a 140’ private beach on the Saco River. Also included is a fully equipped designer kitchen/living area with a queen sofa bed, a full spa-like bathroom with a steam shower, Kohler bidet, and soaking tub.

Guest favourite
A rustic cabin exterior with a covered porch features two seated chairs and a small table. An American flag adorns the wall. Surrounding foliage provides a serene setting, with a pathway leading up to the porch. Guard lights are present along the yard.
Cabin in Naples
4.87 out of 5 average rating, 140 reviews

Songo Lock Cabins #1 (Located at Historic Site)

Cabins on the water. Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's.. Every year we add new things . The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats in and lowers them so they can continue down river into Sebago Lake.

Popular amenities for beachfront rentals in Windham

When is the best time to visit Windham?

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