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Condo vacation rentals in Windham County

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Top-rated condo rentals in Windham County

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

Guest favorite
Condo in Stratton
Updated Ski in/Ski out Stratton Condo!
Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*
Jun 11 – 18
$259 per night
Guest favorite
Condo in Brattleboro
Private & Quiet Studio Apt. in Vermont
Clean, comfortable , quiet and snug, this studio apartment is a great place to come and relax in. It has a comfy QUEEN size bed with a 40” LCD at its foot, a kitchen set up for cooking and a desk with a view of a green field. This apartment is situated on the ground floor of our detached garage. Our garage sits behind our home, well away from the street. We live in a residential neighborhood that is conveniently located near I91, Route 30, Route 9 and Downtown .
Aug 15 – 22
$79 per night
Guest favorite
Condo in Dover
Mt Snow Ski In/Out at Seasons
Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.
Aug 5 – 12
$188 per night

Popular amenities for Windham County condo rentals

Weekly condo rentals

Guest favorite
Condo in Stratton
Cozy, spacious mountain condo
Jan 29 – Feb 5
$350 per night
Superhost
Condo in Dover
Vermont Mountainside Ski ans Summer Getaway!!!
Jun 14 – 21
$99 per night
Superhost
Condo in Dover
Cozy Mount Snow 1 Bed : Ski on/off, Hot tub, Deck
Apr 5 – 12
$68 per night
Guest favorite
Condo in Dover
Cozy Mt Snow 1-bed w fireplace & view
Jul 17 – 24
$103 per night
Guest favorite
Condo in Stratton
Premier Stratton Village Location - Pool & Hot Tub
Apr 18 – 25
$156 per night
Guest favorite
Condo in Stratton
Luxury Stratton condo just steps to the lift!
May 2 – 9
$166 per night
Guest favorite
Condo in Dover
⛷ Walk to Mt. Snow-Spa-Pool-Fireplace ⛷
Apr 2 – 9
$128 per night
Guest favorite
Condo in Dover
Cute, Cozy Condo at the base of Mount Snow
Apr 23 – 30
$123 per night
Guest favorite
Condo in Dover
Lyon Family Lodge
Jun 5 – 12
$126 per night
Guest favorite
Condo in Dover
Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!
Aug 14 – 21
$162 per night
Guest favorite
Condo in Stratton Mountain
Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!
Aug 19 – 26
$360 per night
Guest favorite
Condo in Dover
Winter Dream! The Handle Lodge at Snowtree Condos
May 25 – Jun 1
$146 per night

Pet-friendly condo rentals

Superhost
Condo in Dover
Mount Snow Close, Great Price, Lots of Room
May 4 – 11
$179 per night
Guest favorite
Condo in Stratton
Stratton Mountain vacation spot
May 12 – 19
$79 per night
Guest favorite
Condo in Londonderry
Magical Ski-In/Ski-Out Condo at Magic w/ game room
Oct 18 – 25
$88 per night
Guest favorite
Condo in Winhall
Cozy Hideaway Condo minutes from Stratton Mountain
May 16 – 23
$130 per night
Guest favorite
Condo in Dover
Ski Condo 5 Min from Mt Snow
Apr 3 – 10
$154 per night
Guest favorite
Condo in Stratton
Great 2 bedroom condo at Stratton Mountain
Nov 11 – 18
$253 per night
Guest favorite
Condo in Dover
Mountain getaway near Mt Snow
Nov 21 – 28
$190 per night
Guest favorite
Condo in Dover
Mt Snow Condo, 4 min Walk to Lift, Free Parking
May 25 – Jun 1
$297 per night
Guest favorite
Condo in Wilmington
10th Hole Haystack Golf Course in Wilmington VT
Apr 21 – 28
$450 per night
Superhost
Condo in Stratton
Luxury Condo @ Mt Base 3BR 2BA Heated Pool Hot Tub
May 8 – 15
$568 per night
Superhost
Condo in Dover
New Renovated Townhouse Home with 3 Bed 2 bath
Apr 27 – May 4
$269 per night
Guest favorite
Condo in Dover
Cozy and Comfy Condo
Sep 14 – 21
$248 per night

Condo rentals with a pool

Guest favorite
Condo in Dover
Mount Snow base/All Seasons Fun.
Mar 18 – 25
$195 per night
Guest favorite
Condo in Dover
Seasons at Mount Snow ski on/off condo in Vermont
Oct 15 – 22
$159 per night
Guest favorite
Condo in Stratton
Perfect 3 Br. Getaway Condo in Stratton, Vermont!
Apr 24 – May 1
$338 per night
Guest favorite
Condo in Stratton
Stratton Long Trail House: Quick Walk to Lifts!
Apr 6 – 13
$163 per night
Superhost
Condo in Dover
Mount Snow Ski Chalet
Jan 15 – 22
$206 per night
Guest favorite
Condo in Stratton
Stratton Mtn Studio | Renovated | Walk to Lifts
Sep 24 – Oct 1
$651 per night
Guest favorite
Condo in Dover
Updated Condo - 5 min walk to Mount Snow
Jun 17 – 24
$162 per night
Guest favorite
Condo in Dover
Free Shuttle Mt SNOW / Hot Tub / 2 King Beds
Apr 21 – 28
$234 per night
Superhost
Condo in Dover
Cozy Slopeside Condo - Sleeps 10
Nov 17 – 24
$318 per night
Guest favorite
Condo in Dover
*Mountain Magic: Base of Mount Snow Retreat*
Oct 8 – 15
$386 per night
Guest favorite
Condo in Dover
Ski in/out - 2BR Condo - Indoor Pool/Spa
Apr 20 – 27
$351 per night
Superhost
Condo in Dover
New!- Mt Snow-Amazing views, pool, hot tub, gym
Jun 13 – 20
$210 per night

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