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Vacation rentals with a patio in Windham

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Top-rated patio rentals in Windham

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Cabin in Wardsboro

4.82 out of 5 average rating, 68 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Oct 28 – Nov 4

G$32,016 GYD per night

Treehouse in Londonderry

5.0 out of 5 average rating, 8 reviews

Kloki Di Swiss Lovers Tree Haus - sauna & hot tub!

Brand spanking new!! “Kloki” for Lil’ Clock!! This insanely romantic treehouse is perched next to a stream in a HUGE field of rolling hills. Very private…It got its name from the round windows we saved from an old church that look like Cupid clocks! Hot tub and sauna right out your door!! Stratton mnt view from the porch. We are 5 min to Magic and 10 to Bromley! Ski our trails or roam the property! We sit on 100 acres of heavenly woods and hills! Excited to host you folks!! Follow @bentapplefarm

Dec 18 – 25

G$143,099 GYD per night

Cabin in Newfane

4.95 out of 5 average rating, 105 reviews

Cozy Cabin in Southern VT

Take it easy at this tranquil getaway. Fall asleep to chirping bugs and wake up to birdcalls. This is a quiet, lovely cabin in Newfane VT. Read a book, walk the meditation circle, swing in the hammock, and explore all that Southern VT has to offer. Close to swimming holes, hikes, country stores, flea and farmers' markets, and ski mountains (Mt Snow and Stratton) Pets and children are welcome, but there is only one queen bed. We can usually provide a travel crib if requested in advance.

Jul 24 – 31

G$37,948 GYD per night

Barn in Londonderry

5.0 out of 5 average rating, 8 reviews

Cozy Barn in South Londonderry

Located in the heart of South Londonderry and overlooking the beautiful West River, this peaceful area sits between 3 ski resorts (Stratton, Bromley, and Magic Mt.) which are 5 to a 15 min drive away. The West River Trail is also directly across the river for some great hiking. With all the beauty of Vermont's surroundings and local dining options, this makes this the ideal retreat for anyone wanting to get away from the hustle and bustle of life outside the beautiful Green Mountain State.

Jun 2 – 9

G$33,947 GYD per night

Cabin in Londonderry

4.96 out of 5 average rating, 100 reviews

Summit view cottage: Secluded cabin with hot tub

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 6 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn. Very close proximity to the town of Manchester, which has great shops and restaurants.

Apr 1 – 8

G$84,392 GYD per night

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 suite in Westminster

4.95 out of 5 average rating, 38 reviews

COZY FARMHOUSE SUITE

Take it easy at this unique and tranquil getaway nestled in a revolutionary historically significant village. You can experience farm living while still close to Rte 91, an Amtrak station and the Connecticut river for fun water activities. This recently renovated studio has a private entrance with parking right outside. Fully equipped kitchen. Bathroom with tiled shower stall, easily accessible. The beautiful sleeping nook is perfect for two. Adorable sitting and dining/work areas.

Sep 7 – 14

G$22,244 GYD per night

Vacation home in Town of Rockingham

4.96 out of 5 average rating, 53 reviews

Cozy studio at Leslie's Tavern in Rockingham

All new construction and amenities. Quiet patio and beautiful ly landscaped space. Conveniently located at exit # 6 91 we are very easy to find. The studio is situated in a separate space detached off the back of the restaurant with separate entrance and private outdoor patio. Parking is a few feet from your entrance in our parking lot. We are located is 2 miles north of historic Bellows Falls and 25 minutes from Okemo. Leslie your host is on premise all the time.

Sep 9 – 16

G$31,753 GYD per night

Cottage in Orange

4.94 out of 5 average rating, 131 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Jan 19 – 26

G$25,087 GYD per night

Guest suite in Chester

4.93 out of 5 average rating, 14 reviews

Stone Village Private Studio

Located in the Stone Village of Chester, VT. Our studio apartment is in one of the oldest homes built in 1835. Located 20 minutes to Okemo and Magic Mountain. Stratton is about 45 minutes away for our downhill/outdoor enthusiasts and we are centrally located for antiques and yummy food! Our cozy studio features a comfy queen size bed, fully stocked kitchen and bathroom with shower. Our living space features 2 arm chairs, an electric fireplace and a large screen TV.

Oct 3 – 10

G$32,121 GYD per night

Guest suite in Fitzwilliam

4.98 out of 5 average rating, 125 reviews

The Great Room in Historic Fitzwilliam

Come relax in the great room! Large space with full bathroom, beautiful picture windows, spacious closet, and use of deck included. Deck includes a cozy fire pit table, gas grill, and a nice view of the beaver pond, great for bird watching! Please don't hesitate to reach out if you are traveling with children and/or pets, we are often able to accommodate on a case by case basis. Please note stairs are required for entry via the deck entrance.

Mar 29 – Apr 5

G$19,354 GYD per night

Chalet in Winhall

4.96 out of 5 average rating, 27 reviews

Beautiful renovated chalet mn to Stratton

Few min away from Stratton ski station or multiple hiking trails or lakes for the summer. You will enjoy the peaceful neighborhood. Located in strattonwald community, you can enjoy the sound of the river in the back of the house, the calm and serenity. 15mn away from Manchester where you can enjoy the outlets and the good restaurants Brand new furnitures/beds/appliances and kitchenware 55 inches Smart LED TV High speed internet

Aug 16 – 23

G$29,205 GYD per night

Vacation rentals for every style

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Popular amenities for Windham patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in Charlemont

5.0 out of 5 average rating, 128 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Feb 11 – 18

G$48,153 GYD per night

Apartment in Winhall

4.85 out of 5 average rating, 34 reviews

Stratton Getaway 5 min-Mt/shops/restaurants/snow

May 9 – 16

G$23,692 GYD per night

Apartment in Brattleboro

4.99 out of 5 average rating, 74 reviews

River View apartment 30 minutes to Mt Snow.

Mar 16 – 23

G$28,774 GYD per night

Apartment in Bennington

4.8 out of 5 average rating, 35 reviews

North Bennington, VT conveniently located unit.

Aug 27 – Sep 3

G$21,426 GYD per night

Apartment in Wilmington

5.0 out of 5 average rating, 4 reviews

Modern river apartment near lake, hiking, golf #3

Jun 4 – 11

G$24,091 GYD per night

Apartment in Rutland

4.95 out of 5 average rating, 58 reviews

Baby Queens Barbiecore Studio Apt Dog Friendly

Sep 3 – 10

G$21,859 GYD per night

Apartment in Putney

4.95 out of 5 average rating, 66 reviews

Minimal organic hideaway inspired by nature

May 3 – 10

G$35,927 GYD per night

Apartment in Winhall

5.0 out of 5 average rating, 3 reviews

8 min from Stratton! Hot Tub! Pet friendly

Jun 16 – 23

G$37,970 GYD per night

House rentals with a patio

Home in Chester

4.92 out of 5 average rating, 26 reviews

Private Home in Chester, VT

May 13 – 20

G$53,669 GYD per night

Home in Chester

5.0 out of 5 average rating, 14 reviews

Meadow's End Farm: Spring Promotion!

Nov 3 – 10

G$85,780 GYD per night

Home in West Windsor

4.96 out of 5 average rating, 55 reviews

Birdie's Nest Guesthouse

Dec 18 – 25

G$28,866 GYD per night

Home in Windham

4.8 out of 5 average rating, 5 reviews

New *Cozy private ski chalet

Jun 22 – 29

G$162,200 GYD per night

Home in Weston

5.0 out of 5 average rating, 16 reviews

Green Mountain Dreams

Mar 20 – 27

G$112,470 GYD per night

Home in Chester

4.94 out of 5 average rating, 18 reviews

Getaway at Great Brook

Jun 27 – Jul 4

G$36,348 GYD per night

Home in Town of Rockingham

5.0 out of 5 average rating, 24 reviews

The Cottage at Butternut Farm

Sep 8 – 15

G$55,384 GYD per night

Home in Jamaica

5.0 out of 5 average rating, 10 reviews

Magic Cottage in Jamaica Vermont

Nov 10 – 17

G$54,341 GYD per night

Condo rentals with a patio

Condo in Ludlow

4.99 out of 5 average rating, 100 reviews

Updated Main St Condo in downtown Ludlow!

Aug 31 – Sep 7

G$62,089 GYD per night

Condo in Killington

4.87 out of 5 average rating, 149 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

May 23 – 30

G$37,146 GYD per night

Condo in Killington

4.96 out of 5 average rating, 103 reviews

CozyCub- Ski Off, Shuttle On, Fireplace, Renovated

Jan 30 – Feb 6

G$90,667 GYD per night

Condo in Ludlow

4.93 out of 5 average rating, 55 reviews

Ground Floor, Okemo True Ski-in/Ski-Out

Jul 31 – Aug 7

G$21,015 GYD per night

Condo in Ludlow

4.94 out of 5 average rating, 86 reviews

Lovely 1-Bedroom condo with indoor fireplace!

Nov 7 – 14

G$27,676 GYD per night

Condo in Dover

4.87 out of 5 average rating, 31 reviews

Ski Condo 5 Min from Mt Snow

May 28 – Jun 4

G$26,516 GYD per night

Condo in Ludlow

5.0 out of 5 average rating, 14 reviews

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

May 8 – 15

G$30,997 GYD per night

Condo in Stratton

4.93 out of 5 average rating, 15 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

Jun 24 – Jul 1

G$51,911 GYD per night

Quick stats about vacation rentals with a patio in Windham

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
G$22,952 GYD before taxes and fees

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