Vacation rentals with outdoor seating in Windsor County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Windsor County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Hartland
Breeze Hill Cottage
This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!
Feb 1 – 8
$106 per night
4.97 out of 5 average rating, 415 reviews
Guest favorite
Guesthouse in Woodstock
Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.
Dec 31 – Jan 7
$138 per night
4.98 out of 5 average rating, 203 reviews
Guest favorite
Condo in Killington
🎿Cozy Fireplace Condo-Mins. to Everything 🚵
Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits
May 10 – 17
$84 per night
4.95 out of 5 average rating, 119 reviews

Popular amenities for Windsor County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Woodstock
Beautiful Woodstock Home-Perfect for entertaining
May 19 – 26
$510 per night
5.0 out of 5 average rating, 109 reviews
Guest favorite
Home in Hartford
The Quechee Haus: VT Retreat with Outdoor Hot Tub
Oct 8 – 15
$543 per night
4.96 out of 5 average rating, 122 reviews
Guest favorite
Home in Tunbridge
The Barnbrook House
Jan 22 – 29
$194 per night
4.98 out of 5 average rating, 296 reviews
Guest favorite
Home in Mount Holly
Lakefront Home - Ski Okemo, Killington and More!
Mar 31 – Apr 7
$251 per night
4.96 out of 5 average rating, 128 reviews
Superhost
Home in Reading
Greystone 1830
May 10 – 17
$356 per night
4.88 out of 5 average rating, 116 reviews
Guest favorite
Home in Cornish
Country Home next to Covered Bridge
Nov 3 – 10
$190 per night
4.96 out of 5 average rating, 121 reviews
Guest favorite
Home in Rochester
Modern Farmhouse on 25 Acres - Superb Views
Jan 22 – 29
$664 per night
4.98 out of 5 average rating, 122 reviews
Guest favorite
Home in Rochester
The Guest House at Sky Hollow
Sep 4 – 11
$140 per night
4.98 out of 5 average rating, 181 reviews
Guest favorite
Home in Pittsfield
Beautiful Mountain Log Cabin with Scenic Views
May 18 – 25
$373 per night
4.92 out of 5 average rating, 145 reviews
Guest favorite
Home in Mount Holly
Newly renovated. Minutes to Slopes & Trails
Jul 8 – 15
$191 per night
4.9 out of 5 average rating, 110 reviews
Guest favorite
Home in Rutland
Spacious, Hot tub, Killington, Lake B, Mtn. views
Jun 7 – 14
$196 per night
4.88 out of 5 average rating, 124 reviews
Guest favorite
Home in Plainfield
Historic Home on 17 acres of land. Go escape!
Dec 29 – Jan 5
$525 per night
4.89 out of 5 average rating, 115 reviews

Apartment rentals with outdoor seating

Guest favorite
Apartment in Tunbridge
Fairview
Jan 18 – 25
$84 per night
4.93 out of 5 average rating, 210 reviews
Guest favorite
Apartment in Weathersfield
The Loft at Weathersfield
Nov 29 – Dec 6
$106 per night
4.99 out of 5 average rating, 156 reviews
Guest favorite
Apartment in Chittenden
Vermont Country Suite
Dec 11 – 18
$126 per night
5.0 out of 5 average rating, 220 reviews
Guest favorite
Apartment in Chittenden
Cozy Apt Close to Mountain Top Inn & Ski Areas
Jul 19 – 26
$125 per night
4.95 out of 5 average rating, 235 reviews
Guest favorite
Apartment in Lebanon
Green Street Hideaway. Downtown Lebanon.
May 25 – Jun 1
$132 per night
4.91 out of 5 average rating, 510 reviews
Guest favorite
Apartment in Weathersfield
Cute VT Bungalow With 180 Degree View of NH
Jun 26 – Jul 3
$145 per night
4.97 out of 5 average rating, 109 reviews
Superhost
Apartment in Weston
Cozy Guesthouse in Heart of VT
Apr 24 – May 1
$78 per night
4.86 out of 5 average rating, 126 reviews
Guest favorite
Apartment in Clarendon
Vermont Horse Farm
Apr 26 – May 3
$99 per night
4.91 out of 5 average rating, 125 reviews
Superhost
Apartment in Wallingford
Cozy Suite for 2 "Suite P"
Jan 3 – 10
$96 per night
4.75 out of 5 average rating, 151 reviews
Guest favorite
Apartment in Chester
Lovely 2 Bedroom Apartment w/deck & pond view
Feb 27 – Mar 6
$165 per night
4.92 out of 5 average rating, 122 reviews
Guest favorite
Apartment in Ludlow
Okemo Vermont Getaway
Apr 29 – May 6
$131 per night
4.92 out of 5 average rating, 248 reviews
Guest favorite
Apartment in Stockbridge
Rustic 64 Acre Woodland Haven on a Beautiful River
Feb 19 – 26
$158 per night
4.87 out of 5 average rating, 153 reviews

Condo rentals with outdoor seating

Superhost
Condo in Killington
Winter is coming! Cute Mountain Getaway!
May 9 – 16
$75 per night
4.83 out of 5 average rating, 335 reviews
Guest favorite
Condo in Ludlow
Okemo Ski-in/Ski-out, Steps to lift Condo
Apr 9 – 16
$132 per night
4.91 out of 5 average rating, 114 reviews
Guest favorite
Condo in Killington
Cozy & Convenient Ski Home Condo
Jun 15 – 22
$128 per night
4.91 out of 5 average rating, 111 reviews
Guest favorite
Condo in Bridgewater
Southgate Healing
Oct 23 – 30
$181 per night
4.89 out of 5 average rating, 106 reviews
Guest favorite
Condo in Ludlow
Slopeside condo at the base of Okemo-steps to lift
Apr 16 – 23
$250 per night
4.95 out of 5 average rating, 105 reviews
Guest favorite
Condo in Killington
Renovated, w/Covered Parking-Shuttle-Walk to Lifts
Oct 9 – 16
$179 per night
4.92 out of 5 average rating, 138 reviews
Guest favorite
Condo in Killington
Renovated unit, prime location! Shuttle on/Ski off
Apr 24 – May 1
$162 per night
4.92 out of 5 average rating, 132 reviews
Guest favorite
Condo in Killington
Location! Cozy 2BR Condo - Mountain Side
Aug 31 – Sep 7
$280 per night
4.92 out of 5 average rating, 103 reviews
Guest favorite
Condo in Killington
Walk or Shuttle to Lifts/2BR @ Mt. Green Resort
Oct 1 – 8
$415 per night
4.94 out of 5 average rating, 162 reviews
Guest favorite
Condo in Killington
Bright Ski on/off Condo Full Kitchen-Free Shuttle!
May 6 – 13
$182 per night
4.94 out of 5 average rating, 147 reviews
Guest favorite
Condo in Killington
Modern Killington Farmhouse Condo: Close to Resort
Aug 1 – 8
$221 per night
4.91 out of 5 average rating, 148 reviews
Guest favorite
Condo in Killington
Ski, Ride, Walk On/Off Condo On Pico at Killington
Jan 10 – 17
$301 per night
4.82 out of 5 average rating, 245 reviews

Destinations to explore