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Winchester, NH Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
New Hampshire (NH)
Winchester, NH Holiday Rentals, Apartments and Villas
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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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Holiday Rental House (33)
Condominium/Apartment (11)
Cabin Holiday 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 km
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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You have found a clean and bright home on the water.
1
Holiday Rental House
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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
Holiday Rental House
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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
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
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Sleeps
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The following properties within 32 kms of Winchester match all your filters:
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
22
Holiday Rental House
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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
Holiday Rental House
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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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As seen on
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
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Sleeps
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Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
3
Holiday Rental House
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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
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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
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Sleeps
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Cabin on clean lake with great deck and dock
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 6
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As seen on
Cozy Updated Log Cabin with Mountain Views close to Monadnock
13
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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Lake house getaway on pristine Spofford Lake, New Hampshire
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Downtown Hot Tub Escape
7
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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As seen on
Picturesque Lakefront Retreat at Spofford Lake
6
Holiday Rental House
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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
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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As seen on
Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets
7
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
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Sleeps
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As seen on
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
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Sleeps
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Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
11
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 12
Match:
Sleeps
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As seen on
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
4
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
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As seen on
Monadnock 4-Bedroom Charmer by Cheshire Rail Trail
1
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Charming 3 bedroom 2 bath Lakeside Cabin on Pristine Swanzey Lake
31
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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As seen on
Historic Home w/ Modern Updates on < 4 Acres
5
Holiday Rental House
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7 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Hillside Haven: Luxe Farm Escape with 5BR - 2 King Bed - 2 Full Bath - Sleeps 10
2
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
200 y.o. Farmhouse secluded in its own valley with 2 ponds
1
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Lake Front Scenic Home 6 bdrm with 3 &1/2 bath
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 15
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Lake Front Bldg. Friendly Secluded/Wooded w. 6 Bedrms
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 14
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Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 2
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Cozy Home Near Downtown, Shops, and Restaurants.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway
2
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Cozy home in Brattleboro
Holiday Rental House
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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
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The Covey House Retreat with InfraRed Sauna
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 2
Match:
Sleeps
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Fully furnished/Pet Friendly!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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As seen on
Peaceful lake front home on beautiful Spofford Lake!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Vikings Villages Resort - Double Bed Room
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Cozy, Rustic Summer Cabin on Clean Lake
5
Holiday Rental House
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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
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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1
Showing results 1-44 of 44
Frequently Asked Questions about Winchester
Do any holiday rentals in Winchester have a pool?
Yes, here are some popular holiday 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 holiday rentals with a pool in Winchester on Tripadvisor
Do any holiday rentals in Winchester have internet access?
Yes, here are some popular holiday 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 holiday 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 holiday 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 holiday rentals in Winchester on Tripadvisor
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