Beachfront vacation rentals in Windham County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Windham County

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

Guest favorite
Cabin in Dummerston
Cozy Riverfront Cabin-Ski, Swim, Fish & Hike
The River Shack is a quintessential cozy cabin in the quiet woods of Southern Vermont. Surrounded by nature & close to ski mountains. Find yourself relaxing to the calming sounds of the West River just steps away from the back porch. The River Shack features A small sandy beach and 100 feet of sparkling river view. The water is crystal clear - perfect for a dip, snorkel, cast, or a lazy tube ride down river. You’ll find endless activities including hiking, waterfalls, swim, golf, fishing, ski.
Nov 18 – 25
$158 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Home in East Dover
Magical Retreat Cottage - Vermont cabin getaway
15 min from Mt Snow - 30 min from Brattleboro. Magical retreat cottage designed to reflect the great peace and beauty of southern Green Mountains. Soaring timber frame and glass construction showcase the beauty of the forested hills and fields. Spacious deck for yoga/relaxation or preparing a feast on the grill. You can hear adjacent waterfalls / swim in the pools. Perfect for couples or families seeking to be recharged by nature. Very fast WiFi 92mb/sec -long term winter discount available.
Nov 12 – 19
$164 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Brattleboro
River View apartment 30 minutes to Mt Snow.
Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery, Retreat Farm and Grafton Cheese are all close by. A half hour from skiing and 5 min away from snowmobile trails. A gorgeous view of the river and mountain across the street .
Jan 22 – 29
$124 per night
4.99 out of 5 average rating, 67 reviews

Popular amenities for Windham County beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Cottage in Jamaica
50 Acres of solitude & 1/2 mile on the West River
Dec 16 – 23
$273 per night
4.86 out of 5 average rating, 57 reviews
Superhost
Home in Wilmington
Heller Hi Water
Jun 6 – 13
$380 per night
4.89 out of 5 average rating, 62 reviews
Guest favorite
Home in Charlestown
The Round House on the Connecticut River
Dec 10 – 17
$400 per night
4.98 out of 5 average rating, 50 reviews
Guest favorite
Home in Spofford
Main House
Aug 5 – 12
$467 per night
4.88 out of 5 average rating, 59 reviews
Guest suite in Jamaica
Newly renovated apartment near Mt. Snow & Stratton
Jan 25 – Feb 1
$140 per night
4.76 out of 5 average rating, 106 reviews
Home in Wilmington
Large Ski Home in Wilmington Vermont
Jun 13 – 20
$857 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Tent in Townshend
Black Bear Rustic Camp on the Brook
Sep 20 – 27
$126 per night
4.93 out of 5 average rating, 27 reviews
Cabin in Wilmington
Lakehouse Cabin on Lake Raponda
Sep 23 – 30
$313 per night
New place to stay
Cabin in Chesterfield
Loon Lodge Lakefront Cottage
Dec 17 – 24
$268 per night
4.44 out of 5 average rating, 9 reviews
Superhost
Home in Spofford
Penthouse, steps to the sandy beach & clear water
Apr 29 – May 6
$371 per night
4.7 out of 5 average rating, 33 reviews
Cabin in Jamaica
Rustic cabin located near Mount Snow and Stratton
Sep 5 – 12
$263 per night
4.74 out of 5 average rating, 205 reviews
Guest favorite
Tent in Townshend
Moose Rustic Camp on the Brook
Oct 24 – 31
$132 per night
5.0 out of 5 average rating, 15 reviews

Private beachfront home rentals

Superhost
Home in Newfane
New* Cozy 5 BR house -Rock River
Oct 13 – 20
$460 per night
New place to stay
Guest favorite
Home in Jamaica
Stratton Spa House with Man Cave
May 15 – 22
$494 per night
5.0 out of 5 average rating, 94 reviews
Guest favorite
Home in Spofford
Tyler House, steps to Lake Spofford
May 18 – 25
$526 per night
4.83 out of 5 average rating, 82 reviews
Guest favorite
Home in Winhall
A+ Stratton shuttle, Hot Tub, Sauna, 2 masters
Apr 2 – 9
$493 per night
4.89 out of 5 average rating, 178 reviews
Guest favorite
Cabin in Dummerston
Cozy Riverfront Cabin-Ski, Swim, Fish & Hike
Nov 18 – 25
$158 per night
5.0 out of 5 average rating, 24 reviews
Guest favorite
Apartment in Brattleboro
River View apartment 30 minutes to Mt Snow.
Jan 22 – 29
$124 per night
4.99 out of 5 average rating, 67 reviews
Guest favorite
Home in East Dover
Magical Retreat Cottage - Vermont cabin getaway
Nov 12 – 19
$164 per night
5.0 out of 5 average rating, 23 reviews
Superhost
Cabin in Brattleboro
“Dragonwood” Micro Cabin Stay
Mar 29 – Apr 5
$72 per night
4.78 out of 5 average rating, 9 reviews
Guest favorite
Home in Newfane
Riverside Farmhouse
Jan 16 – 23
$169 per night
4.98 out of 5 average rating, 61 reviews
Guest favorite
Home in Spofford
A-Frame Cottage at Lake Spofford
May 28 – Jun 4
$204 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Cottage in Jamaica
50 Acres of solitude & 1/2 mile on the West River
Dec 16 – 23
$273 per night
4.86 out of 5 average rating, 57 reviews
Superhost
Home in Wilmington
Heller Hi Water
Jun 6 – 13
$380 per night
4.89 out of 5 average rating, 62 reviews

Destinations to explore