
Beachfront holiday 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.

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.

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.

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-Ice fishing, skiing, snowmobiling
Beautiful lake living & winter activities, 2.5 hours from Boston, 40 min. from Portland. Near skiing- 1:20 from Sunday River, 1:10 Pleasant Mtn., 1:05 Mount Abram Ski Area, 0:20 Lost Valley. 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. Minutes to Lewiston/Auburn - close to dining and stores. Well known ice fishing spot , cross-country skiing nearby too. Fire pit, great 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.

Blue Breeze - Private lakefront w/ Hot Tub
This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing

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.

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.

Adorable 2 bedroom cabin only 50ft from Beach no.7
This quaint two-bedroom cottage sleeps up to six people and offers an open kitchen, dining, living room area with cathedral ceiling. There are two roomy bedrooms, one with a queen bed and one with two bunk beds. The bathroom offers his & her sinks, shower and whirlpool tub. Conveniences inc. Smart TV, Wi-Fi, individually controlled heat and air conditioning, fully equipped efficiency kitchenettes, and private baths. Enjoy the privacy of your own seaside cottage close to the beach!

Beautiful Kettle Cove Apt Steps to Beaches
Enjoy some of the Portland area’s finest destinations year-round. This sunny, 1 BR ground floor apt in Cape Elizabeth has seasonal water views and is nestled between Kettle Cove, Crescent Beach, and Two Lights State Parks. Fields, forests and ponds are a stroll away while downtown Portland is an easy 15-minute drive. The apartment is a great base to explore Southern Maine from and an equally great location to chill out and soak in coastal Maine’s restorative water and air.

Songo Lock Cabins #1 Book For Fryeburg Fair Week.
September special: Book 5 or more days for Fryeburg Fair and get 2 days free. Message me before booking. 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
Pet-friendly beachfront home rentals

Whispering Pines: a Family Retreat on the Saco

Lakehouse Retreat on Jordan Bay, Sebago Lake

Beachfront on Highland Lake- close to Portland

Lovely cottage on Sunrise Lake, Middleton, NH.

Deja Blue~Guest Beach House

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Lakehouse on Highland Lake

Log Cabin sleeps 8 located on shore of Long Lake
Beachfront home rentals with a pool

Spectacular View of Bustling Ocean Front

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

Atlantic Ocean Suites - Sand Dune Suite 12 (1 Bedroom)
Private beachfront home rentals

Lakefront cottage 20 min from N. Conway

Serenity on the Cove Non Smoking Property

Family & Pet Friendly, Lakefront Home

Sebago Lake Cottage | Rare Private Beach & Views

Riverview: Bauneg Beg Lake Home

New modern cabin-contemporary design meets nature

The Crowes Nest on Sokokis Lake

Waterfront Cricket Cottage Pleasant Pond Turner ME
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 € 85 per night before taxes and fees

Verified guest reviews
Over 1,390 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!
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- House rentals Windham
- 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
- East End Beach
- Pemaquid Point Lighthouse
- Diana's Baths
- King Pine Ski Area
- Dunegrass Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Short Sands Beach
- Gooch's Beach
- Parsons Beach
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Crescent Beach State Park




