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Vacation Rentals in Winchester, NH
Vacation Rentals
USA
New Hampshire (NH)
Vacation Rentals in Winchester, NH
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Winchester
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Amenities
Internet or Wifi (43)
Air Conditioning (33)
Washer/Dryer (29)
Other outdoor space (26)
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Suitability
Kid friendly (35)
Pet friendly (18)
Smoking allowed (1)
Wheelchair access (0)
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Property type
Vacation Rental House (33)
Condominium/Apartment (11)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (4)
Boat Available (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Monadnock Speedway
New England Sweetwater Farm & Distillery
Pisgah State Park
The Outlaw Brewing Company
Coombs Covered Bridge
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44 rentals
in Winchester.
Beautiful lake side get away, quiet, and peaceful.
14
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
You have found a clean and bright home on the water.
1
Rental Home
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Story Book Lake Front Chateau with Private Beach!
2
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Magical Lakefront Home in Forest Lake
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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The following properties within 20 miles of Winchester match all your filters:
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
22
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Spectacular Mountain views with all the amentities nearby
28
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Unique second floor Private Studio with Coded Locks
18
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Fully Furnished 2bdrm/Pet Friendly!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Fully furnished/everything included/Pet Friendly!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
3
Rental Home
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Downtown apartment ideal location to everything
3
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Artsy, Pet-Friendly Studio with a Forest in the backyard
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Cabin on clean lake with great deck and dock
Rental Home
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4 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Cozy Updated Log Cabin with Mountain Views close to Monadnock
13
Rental Home
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Lake house getaway on pristine Spofford Lake, New Hampshire
1
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Downtown Hot Tub Escape
7
Rental Home
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3 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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Picturesque Lakefront Retreat at Spofford Lake
6
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Penthouse, Steps to the Sandy Beach & clear water
5
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
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Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets
7
Rental Home
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
10
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
11
Rental Home
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4 bedrooms
1 bathroom
Sleeps 12
Match:
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Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
4
Rental Home
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4 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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Monadnock 4-Bedroom Charmer by Cheshire Rail Trail
1
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
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Charming 3 bedroom 2 bath Lakeside Cabin on Pristine Swanzey Lake
31
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Historic Home w/ Modern Updates on < 4 Acres
5
Rental Home
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7 bedrooms
2 bathrooms
Sleeps 8
Match:
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Hillside Haven: Luxe Farm Escape with 5BR - 2 King Bed - 2 Full Bath - Sleeps 10
2
Rental Home
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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200 y.o. Farmhouse secluded in its own valley with 2 ponds
1
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Lake Front Scenic Home 6 bdrm with 3 &1/2 bath
Rental Home
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7 bedrooms
4 bathrooms
Sleeps 15
Match:
Sleeps
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Lake Front Bldg. Friendly Secluded/Wooded w. 6 Bedrms
Rental Home
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7 bedrooms
4 bathrooms
Sleeps 14
Match:
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Vikings Villages Resort - Double Bed Room
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Cozy, Rustic Summer Cabin on Clean Lake
5
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Fully furnished 2 bdr apartment
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Charming 3-bedroom farmhouse in fantastic Northfield with WiFi, AC
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 2
Match:
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Cozy Home Near Downtown, Shops, and Restaurants.
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
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Sauna and Mountain Views, the Perfect Cozy Vermont Getaway
2
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Cozy home in Brattleboro
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Cozy 1-bedroom apartment in delightful Brattleboro
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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The Covey House Retreat with InfraRed Sauna
2
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Rental Home
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1 bedroom
2 bathrooms
Sleeps 2
Match:
Sleeps
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As seen on
Fully furnished/Pet Friendly!
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
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Peaceful lake front home on beautiful Spofford Lake!
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
1
Showing results 1-44 of 44
Frequently Asked Questions about Winchester
Do any vacation rentals in Winchester have a pool?
Yes, here are some popular vacation rentals in Winchester that have a pool:
Beautiful lake side get away, quiet, and peaceful.
You have found a clean and bright home on the water.
Story Book Lake Front Chateau with Private Beach!
See all vacation rentals with a pool in Winchester on Tripadvisor
Do any vacation rentals in Winchester have internet access?
Yes, here are some popular vacation rentals in Winchester that have internet access:
Beautiful lake side get away, quiet, and peaceful.
You have found a clean and bright home on the water.
Story Book Lake Front Chateau with Private Beach!
See all vacation rentals in Winchester on Tripadvisor
What are the best pet friendly rentals in Winchester?
The best pet friendly rentals in Winchester are:
You have found a clean and bright home on the water.
Story Book Lake Front Chateau with Private Beach!
Magical Lakefront Home in Forest Lake
See all pet friendly vacation rentals in Winchester on Tripadvisor
What are some great rentals in Winchester that are kid friendly?
Some of the most popular kid friendly rentals in Winchester are:
Beautiful lake side get away, quiet, and peaceful.
You have found a clean and bright home on the water.
Story Book Lake Front Chateau with Private Beach!
See all kid friendly vacation rentals in Winchester on Tripadvisor
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