Winchester Pet Friendly Vacation Rentals
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21 rentals in Winchester.
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Stay at a Craft Brewery in Winchester NH Close to mountains, hiking, & breweries
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Magical Lakefront Home on Forest Lake
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Pet friendly
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Waterfront Cottage/Breathtaking View/10min from Keene NH /90min from Hartford CT
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps, Pet friendly
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Stay at a Craft Brewery
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Downtown Loft above Winery and Distillery
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Beautiful lake side get away, quiet, and peaceful.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lake Side Getaway, Quiet, and Peaceful
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lakefront Cottage with Gorgeous Views
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Fishing Cottage, A Sweetwater Stay
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Artsy, Pet-friendly studio w/fireplace
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Pet friendly
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Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Waterfront Haven near Mount Monadnock. Pristine Lake, Mountain View & Sunsets!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Pet friendly
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Pet Friendly, Immaculate, updated, walkable to all Main St. & local parks!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Pet friendly
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A Healing Forest Space in the Heart of New England
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Pet friendly
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Serenity Cottage in Southern Vermont…
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Pet friendly
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Sprawling, secluded gourmand's large cottage at base of Mt Monadnock
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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PoshHaus Court ST Colonial
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Pet friendly
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200 y.o. Farmhouse secluded in its own valley with 2 ponds
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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Cottage on Laurel Lake, Private lake access, picture perfect sunsets
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Pet friendly
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House
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Pet friendly
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The Cottage at Skycroft Farm - 4 season respite and restoration
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Pet friendly
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Cabin on clean lake with great deck and dock
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Pet friendly
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Charming 3 bedroom 2 bath Lakeside Cabin on Pristine Swanzey Lake
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tyler House - 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Spacious Lakeside Waterfront Summer Cottage
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lakeside Waterfront Cottage with Private Beach
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Main House - Relax and enjoy the scenery, go and swim, fish or start your boat
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Wonderful Private Home In West Brattleboro Off Of Route 9
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy Waterfront Cottage Only Minutes from Downtown Keene, NH!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Jabulani Luxury Rural Stay
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Spacious Estate w/ Courtyard: 2 Miles to Downtown!
Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 15
Match: Sleeps
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Charming Waterfront Log Cabin w/ Private Island
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Penthouse - Steps to the Sandy Beach & clear water
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Updated Log Cabin with Mountain Views close to Monadnock
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spectacular Mountain views with all the amentities nearby
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rustic Cottage on Swanzey Lake with dock & firepit
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Lake house getaway on pristine Spofford Lake, New Hampshire
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fully furnished/everything included/Pet Friendly!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fully Furnished/Pet Friendly!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Jabulani Luxury Rural Stay
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Lakefront Retreat at Spofford Lake
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Lakefront Retreat at Spofford Lake
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic, Tranquil Guest House - Peaceful Sanctuary plus Sauna
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Tasteful Country Home on 5 Acres: Hike, Ski!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Garden View In-Town Retreat w/ Trail Access
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Stunning LAKESIDE Guesthouse
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Uniquely Styled Private Studio with Coded Locks
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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