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Homes in Windsor County
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Search results; 320 places
320 places
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Guest favorite
Guest favorite
Hotel in Woodstock
Sleep Woodstock - 2 Double Beds - Dog Friendly!
2 double beds
2 double beds
May 18 – 23
May 18 – 23
R9,854 ZAR
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R9,854 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 61 reviews
4.93 (61)
Guest favorite
Guest favorite
Hotel in Woodstock
Sleep Woodstock - Dog Friendly King Suite
1 king bed
1 king bed
May 18 – 23
May 18 – 23
R10,721 ZAR
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R10,721 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 72 reviews
4.94 (72)
Home in Plymouth
Charming Modern Cabin Retreat
Free cancellation
Free cancellation
Jun 23 – 28
Jun 23 – 28
R19,091 ZAR
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R19,091 ZAR for 5 nights
for 5 nights
New place to stay
New
Top guest favorite
Guest favorite
Condo in Killington
Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!
4 beds
4 beds
May 19 – 24
May 19 – 24
R11,471 ZAR
R9,224 ZAR
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R9,224 ZAR for 5 nights, originally R11,471 ZAR
for 5 nights
4.95 out of 5 average rating, 230 reviews
4.95 (230)
Guest favorite
Guest favorite
Cabin in Woodstock
Hideaway Cabin by the Stream on 27 Acres
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
R23,275 ZAR
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R23,275 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 198 reviews
4.95 (198)
Top guest favorite
Guest favorite
Home in Pomfret
Private Vermont Oasis Under 10 Mins from Woodstock
Free cancellation
Free cancellation
Jun 22 – 27
Jun 22 – 27
R25,363 ZAR
R20,513 ZAR
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R20,513 ZAR for 5 nights, originally R25,363 ZAR
for 5 nights
5.0 out of 5 average rating, 102 reviews
5.0 (102)
Guest favorite
Guest favorite
Apartment in Killington
BearNecessities- AC, Pool, Hot Tub, Gym, Sauna
3 beds
3 beds
May 24 – 29
May 24 – 29
R13,034 ZAR
R11,626 ZAR
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R11,626 ZAR for 5 nights, originally R13,034 ZAR
for 5 nights
4.83 out of 5 average rating, 18 reviews
4.83 (18)
Apartment in Woodstock
Sweet apartment near downtown Woodstock
1 queen bed
1 queen bed
May 20 – 25
May 20 – 25
R19,306 ZAR
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R19,306 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 129 reviews
4.8 (129)
Available without an EV charger
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Top guest favorite
Guest favorite
Cottage in Windsor
Ogden's Mill Farm
Free cancellation
Free cancellation
Oct 27 – Nov 1
Oct 27 – Nov 1
R15,552 ZAR
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R15,552 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 389 reviews
4.97 (389)
Guest favorite
Guest favorite
Cabin in West Windsor
Peaceful Vermont Cottage
Free cancellation
Free cancellation
Jun 23 – 28
Jun 23 – 28
R20,872 ZAR
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R20,872 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Guest favorite
Guest favorite
Apartment in Hartland
Sunny Studio Apartment in Hartland
May 22 – 27
May 22 – 27
R15,016 ZAR
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R15,016 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 469 reviews
4.88 (469)
Guest favorite
Guest favorite
Apartment in Ludlow
Lovely Suite Near Okemo
1 queen bed
1 queen bed
May 26 – 31
May 26 – 31
R7,508 ZAR
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R7,508 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Guest favorite
Guest favorite
Apartment in Lebanon
The Old Farmhouse
2 queen beds
2 queen beds
May 25 – 30
May 25 – 30
R10,619 ZAR
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R10,619 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 397 reviews
4.83 (397)
Guest favorite
Guest favorite
Guesthouse in Woodstock
Cozy Little Spot (Self Check-in)
Free cancellation
Free cancellation
Jun 9 – 14
Jun 9 – 14
R15,982 ZAR
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R15,982 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 241 reviews
4.98 (241)
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Top guest favorite
Guest favorite
Home in Ludlow
Ludlow Lake & Ski Cottage - Adventure Awaits!
Free cancellation
Free cancellation
May 26 – 31
May 26 – 31
R38,177 ZAR
R33,588 ZAR
Show price breakdown
R33,588 ZAR for 5 nights, originally R38,177 ZAR
for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favorite
Guest favorite
Castle in Clarendon
Kingsley Grist Mill, w/ Private Beach & Waterfall
3 beds
3 beds
May 18 – 23
May 18 – 23
R30,568 ZAR
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R30,568 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 466 reviews
4.98 (466)
Guest favorite
Guest favorite
Home in Bridgewater
3BR Farmhouse-Long Trail Brewery
5 beds
5 beds
May 19 – 24
May 19 – 24
R27,776 ZAR
R22,867 ZAR
Show price breakdown
R22,867 ZAR for 5 nights, originally R27,776 ZAR
for 5 nights
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Guest favorite
Guest favorite
Guest suite in Lebanon
Convenient and chic private suite with 2 bedrooms!
Free cancellation
Free cancellation
Jun 30 – Jul 5
Jun 30 – Jul 5
R16,497 ZAR
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R16,497 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 113 reviews
4.92 (113)
Top guest favorite
Guest favorite
36
Reviews
5.0
Stars
Rating
9
Years hosting
Room in Chittenden
Stay with Karla
Stay with Karla
Hosting for 9 years
,
·
Hosting for 9 years
One-of-a-kind Post & Beam Chalet
May 22 – 27
May 22 – 27
R11,583 ZAR
Show price breakdown
R11,583 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Guest favorite
Guest favorite
Cabin in Hartford
Cozy Quechee Corner Cabin
4 beds
4 beds
Jun 30 – Jul 5
Jun 30 – Jul 5
R15,553 ZAR
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R15,553 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 62 reviews
4.97 (62)
Guest favorite
Guest favorite
Home in Plymouth
Escape to VT for hiking, biking, golfing, swimming
4 beds
4 beds
May 22 – 27
May 22 – 27
R24,455 ZAR
R22,352 ZAR
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R22,352 ZAR for 5 nights, originally R24,455 ZAR
for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Superhost
Superhost
1
Review
5.0
Stars
Rating
5
Months hosting
Room in Woodstock
Stay with Heather
Stay with Heather
#2 - Meadow Suite
May 22 – 27
May 22 – 27
R25,742 ZAR
Show price breakdown
R25,742 ZAR for 5 nights
for 5 nights
Superhost
Superhost
Condo in Killington
1 BR Best Location w/ Pools/Massage Chair/Hottub!
2 beds
2 beds
May 18 – 23
May 18 – 23
R11,281 ZAR
R9,675 ZAR
Show price breakdown
R9,675 ZAR for 5 nights, originally R11,281 ZAR
for 5 nights
4.86 out of 5 average rating, 91 reviews
4.86 (91)
Top guest favorite
Guest favorite
Chalet in Killington
The Overlook - AC | Hot Tub | Fire Pit | Games
5 beds
5 beds
May 18 – 23
May 18 – 23
R28,860 ZAR
R27,080 ZAR
Show price breakdown
R27,080 ZAR for 5 nights, originally R28,860 ZAR
for 5 nights
4.99 out of 5 average rating, 69 reviews
4.99 (69)
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