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Winchester Vacation Rentals & Homes - 1 Rentals Available

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1 Vacation rentals

(1)

1 / 21

Winchester Apartment

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Was a wonderful experience had a great time Had a beautiful snowfall which really enjoyed because I didn't have to go out in it. Comfortable condo was everything that we might need or want. Got to see lots of deer but was not able to spot the...”
- Review left on 01/12/2015

$100

Excellent (1 reviews)

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from $100 / night

Your search has been expanded 28.2 miles to include more rentals

(3)

1 / 16

Chesterfield House - 9.4 miles away

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Was very pleased with the overall cleanliness and appearance of the lake house we stayed at on Spofford Lake. The rooms were all a good size so you had plenty of room to move around, without running in to each other. I would definitely consider...”
- Review left on 07/05/2016

$125

Excellent (3 reviews)

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from $125 / night

1 / 26

Spofford House - 9.4 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $125 / night

(32)

1 / 40

Spofford House - 9.4 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“It has been a long time since all of my cousins and our children have had a real chance to bond. This lovely, quaint cabin on Spofford Lake was simply perfection. The large kitchen and open living area were conducive to lots of laughs and good times...”
- Review left on 02/18/2017

$125

Very Good (32 reviews)

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from $125 / night

(1)

1 / 2

Spofford Cottage - 10.4 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“This is a small but perfectly formed house on a lake. It's in perfect shape and has all the mod-cons; especially in the kitchen. With a little investigation, we found lots of hiking trails that we could walk to easily from the house. I needed to...”
- Review left on 10/09/2012

$214

Very Good (1 reviews)

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from $214 / night

1 / 20

Rindge Castle - 19.2 miles away

  • 8
  • 22
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1271

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from $1271 / night

(4)

1 / 18

Rindge Cottage - 20.5 miles away

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“we had a great time at this house. it has lovely decks, good sleeping arrangements and our lab loved the water. would highly recommend this home...”
- Review left on 09/08/2016

$107

Excellent (4 reviews)

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from $107 / night

(2)

1 / 29

Charlemont Studio - 22.2 miles away

  • -1
  • 4
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Great place to recharge, very pet friendly. Loved the setting and the scones, baked fresh every morning...”
- Review left on 04/17/2015

$134

Excellent (2 reviews)

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from $134 / night

(5)

1 / 14

Dover House - 26.7 miles away

  • 6
  • 20
  • Min stay varies
  • Ask about children
  • Pet friendly
“Our group has used this beautiful home on-and-off for over a decade now for a yearly retreat to Vermont. Great, well-kept property with all the amenities you might want for a weekend away with friends or family. House has plenty of comfortable, well-...”
- Review left on 10/12/2016

$500

Excellent (5 reviews)

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from $500 / night

(2)

1 / 11

Wilmington House - 28.1 miles away

  • 3
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly
“I stayed here for the weekend with my husband and all 4 of our parents. It was a good size for 6 adults, enough couch and kitchen seating for everyone. The kitchen seemed well enough stocked, we only had one meal at the house. We were there to ski at...”
- Review left on 02/19/2016

$175

Very Good (2 reviews)

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from $175 / night

(4)

1 / 12

Grafton Log cabin - 28.2 miles away

  • 4
  • 8
  • 1 night min
  • Ask about children
“We have rented a lot of homes but this one was by far the best one of them all.We felt like it was a home away from home.I am looking foward to renting it for many more years to come...”
- Review left on 11/21/2011

$200

Excellent (4 reviews)

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from $200 / night