Best price vacation rentals in Winchester, NH, USA • 150 Listings
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Winchester, NH, USA Vacation Rentals | 

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5.0 (2)
NEW! Grand Estate w/ Courtyard - 2 Mi to Downtown!
Up to 15 guests
Airbnb$843
Vrbo$859
Average Nightly Rate
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5.0 (11)
Cozy Waterfront Cottage Only Minutes from Downtown Keene, NH!
Up to 6 guests
Airbnb$257
Vrbo$257
Average Nightly Rate
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5.0 (16)
Escape to peaceful Putney Vermont
Up to 4 guests
Airbnb$225
Vrbo$234
Average Nightly Rate
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5.0 (35)
Spectacular Mountain views with all the amentities nearby
Up to 3 guests
Airbnb$89
Vrbo$90
Average Nightly Rate
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5.0 (2)
Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10
Up to 8 guests
Airbnb$349
Vrbo$367
Average Nightly Rate
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5.0 (127)
Stay at a Craft Brewery in Winchester NH Close to mountains, hiking, & breweries
Up to 3 guests
Airbnb$160
Vrbo$160
Average Nightly Rate
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5.0 (340)
Beautiful Townhouse In Turners Falls!
Up to 5 guests
Vrbo$99
Airbnb$101
Average Nightly Rate

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5.0 (60)
Main House - Relax and enjoy the scenery, go and swim, fish or start your boat
Up to 9 guests
Airbnb$271
Vrbo$303
Average Nightly Rate
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5.0 (223)
Family Friendly Hilltop House In Putney Vermont
Up to 8 guests
Vrbo$189
Airbnb$197
Average Nightly Rate

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5.0 (82)
Tyler House - 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
Up to 12 guests
Airbnb$375
Vrbo$400
Average Nightly Rate
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4.9 (63)
Hilltop Home with Great Views
Up to 6 guests
Airbnb$195
Vrbo$200
Average Nightly Rate
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4.9 (81)
Fantastic private home in West Brattleboro off Route 9
Up to 5 guests
Airbnb$146
Vrbo$156
Average Nightly Rate
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4.9 (207)
Stunning Forest Lakefront Home - Hot Tub, Boats, Bikes, Skis, Fun!!
Up to 8 guests
Vrbo$279
Airbnb$325
Average Nightly Rate
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4.8 (63)
Beautiful lake side get away, quiet, and peaceful.
Up to 6 guests
Airbnb$132
Vrbo$132
Average Nightly Rate
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4.5 (33)
Penthouse - Steps to the Sandy Beach & clear water
Up to 6 guests
Airbnb$259
Vrbo$351
Average Nightly Rate
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4.5 (32)
Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont
Up to 3 guests
Airbnb$117
Vrbo$117
Average Nightly Rate
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4.0 (2)
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
Up to 8 guests
Airbnb$286
Vrbo$329
Average Nightly Rate
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0.0 (0)
Fully Furnished/Pet Friendly!
Up to 3 guests
Vrbo$81
Airbnb$87
Average Nightly Rate
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0.0 (0)
Fully furnished/everything included/Pet Friendly!
Up to 2 guests
Airbnb$82
Vrbo$82
Average Nightly Rate
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0.0 (0)
PoshHaus 110 Colonial
Up to 14 guests
Vrbo$710
Airbnb$799
Average Nightly Rate
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5.0 (215)
Cozy, Quiet Cottage on Country rd 2 mil from I-91
Up to 4 guests
Airbnb$142
Average Nightly Rate
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5.0 (37)
Waterfront Retreat - 1.3 mile to Brattleboro
Up to 2 guests
Airbnb$90
Average Nightly Rate
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5.0 (42)
The Dutton Farm House
Up to 8 guests
Airbnb$420
Average Nightly Rate
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5.0 (31)
Lovely apartment with kitchenette
Up to 2 guests
Airbnb$89
Average Nightly Rate
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5.0 (16)
Sweet Violets Rm Rose Cottage B&B
Up to 2 guests
Airbnb$90
Average Nightly Rate
  1. United States
  2. New Hampshire
  3. Winchester Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Winchester, NH, USA

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