Vacation rentals with beach access in Windham County

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Top-rated beach access rentals in Windham County

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Guest favorite

Apartment in Wilmington

4.88 out of 5 average rating, 279 reviews

Globetrotter Retreat - Minutes to the Mountain

Newly renovated, fully furnished apt in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt sleeps 4 people in comfort. Private balcony overlooks rolling river. Steps from many restaurants, bars & shopping. Supermarket is a short walk. FreeMoover bus stop across the street - leave your car parked & ride for free to local destinations! No guest under 18 years old.

Oct 11 – 18

G$23,670 GYD per night

Guest favorite

Condo in Dover

4.87 out of 5 average rating, 31 reviews

Ski Condo 5 Min from Mt Snow

Your family will be close to everything when you stay at this centrally-located condo. Cozy and clean, only 5 minutes from Mount Snow Ski Resort for skiing and snowboarding in the winter or golf and mountain biking in the spring, summer, and fall. A two minute walk to the Snow Republic Brewery. Close to the towns of Dover and Wilmington for shops, restaurants, and country charm. Just minutes from hiking for the outdoor enthusiasts and only ten minutes from the tranquil Lake Raponda. *New couches

May 28 – Jun 4

G$26,516 GYD per night

Superhost

Home in South Londonderry

4.86 out of 5 average rating, 99 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

This stunning & romantic treehouse was just built and I’m proud to call it finished!!! The Honey Pond Treehouse is made especially for you and yours! It’s constructed of all natural materials, has breathtaking views, and is stocked with absolutely everything you need! The treehouse is lifted up high over a stocked trout pond up in the beautiful birch trees! You will enjoy private hot tubbing, sauna time, relaxing and swimming!! The skylight was custom designed especially for stargazing in bed!!

Mar 5 – 12

G$84,052 GYD per night

Guest favorite

Apartment in Brattleboro

4.99 out of 5 average rating, 74 reviews

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 .

Mar 16 – 23

G$28,774 GYD per night

Guest favorite

Home in Jamaica

5.0 out of 5 average rating, 100 reviews

Stratton Spa House with Man Cave

MANAGED BY A 5 STAR TEAM WITH MULTIPLE 5 STAR HOMES Perched on a babbling brook this 4700 square ft. contemporary has all your needs covered. Smart tech, 3 fireplaces, man cave, streaming entertainment, home theater, spa suite, hot tub, sauna, pool table, darts, poker room, dueling xbox room, giant master suite, big guest suite with wood burning stove, large dining table, fully equipped kitchen, Keurig, screened porch, 3 private acres, sun deck, bbq, 1/4m walk to water falls and swimming hole.

May 28 – Jun 4

G$90,617 GYD per night

Superhost

Home in Jamaica

4.77 out of 5 average rating, 135 reviews

1863 Pierce House near Stratton ~ Sleeps 8

Stay in this family and pet-friendly 1800’s Greek Revival home in the center of Jamaica Village with over 2500 sq. ft. of living space. 10 mins from Stratton Mountain Ski Resort and 25 mins to Manchester and Mount Snow, this home has been lovingly cared for, and boasts both comfort and style. There is a covered porch and small deck and veranda for relaxing outside. Walk to famed Jamaica State Park and West River for recreation. There is also a hot yoga studio, a library, and a general store.

Jul 12 – 19

G$69,361 GYD per night

Guest favorite

Tiny home in Wilmington

4.97 out of 5 average rating, 106 reviews

The Pond House at Adams Farm minutes from MT Snow

NEW!!! Contemporary & stylish with modern amenities at the edge of the forest and located on an 100-acre Historic Vermont Farm. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding & Tubing. 3 miles from downtown Wilmington. Close to VAST trails, plenty of parking for snowmobile trailers. Use our trails for snowshoeing, X-Country Skiing or hiking. Hosts are available if needed for assistance or just to chat with.

Oct 10 – 17

G$42,529 GYD per night

Guest favorite

Cottage in Newfane

4.99 out of 5 average rating, 176 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Aug 17 – 24

G$32,356 GYD per night

Guest favorite

Guest suite in Newfane

4.93 out of 5 average rating, 177 reviews

Cute studio apt on lovely historic VT farm

Enjoy a break surrounded by trees, nature, and wildlife. You need snow tires or 4x4/AWD to get up the road in the winter. Everything you need in this self-contained little studio on a small farm with separate entrance. There's a kitchen, bath, queen bed plus a roll-out twin. Excellent heater. Beautiful, quiet country setting on a small farm. Wifi is enough for basic tasks, but not for 8 hours of daily zoom. 45 minutes drive to Stratton, Mt Snow and Magic Mountain

Aug 21 – 28

G$21,430 GYD per night

Guest favorite

Home in Newfane

4.97 out of 5 average rating, 114 reviews

Peaceful cabin close to skiing & Brattleboro

Our 4BR/2BA (+ outdoor summer shower) home embraces the best of Southern VT. Skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants nearby. Open concept space, cook's kitchen, jet bathtub, beautiful gardens, winter hot tub off deck, and large patio and fireplace give a homey feel. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat for your next gathering.

Jan 9 – 16

G$64,492 GYD per night

Guest favorite

Apartment in Newfane

4.85 out of 5 average rating, 124 reviews

Apartment at Five Ferns

A cozy spot perfect for quick romantic getaways and an equally comfortable base for longer adventures. Views out your windows show perennial flower gardens and trees. Queen mattress in a spacious bedroom, en-suite bathroom (shower), and a living/dining area with an equipped kitchen are all at your service. Enjoy our yard and trails along the river. We are an easy 5 minute drive to a fantastic restaurant and many more within 15 minutes of driving.

Oct 12 – 19

G$19,801 GYD per night

Guest favorite

Apartment in Newfane

4.97 out of 5 average rating, 406 reviews

Rock River Retreat: Pets Welcome

You are welcome here with fresh air & room to run - your pet, too, when registered as an extra person! Your private guest suite awaits in a 1790's colonial on the Rock River in the quiet village of South Newfane, VT. Note: Recent floods in Vermont have thankfully not affected our home or guest experience. ❤️ PLEASE READ THE ENTIRE DESCRIPTION BELOW re: kitchenette & pet details.

Jan 28 – Feb 4

G$32,251 GYD per night