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Holiday rentals in Woodstock

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Top-rated holiday rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

Fish Tale Cove: A Luxury Lakefront Vacation Home
SUPERHOST
Entire residential home · 8 guests · 5 beds · 2.5 bathrooms
Fish Tale Cove: A Luxury Lakefront Vacation HomeThis stylish, 4-bedroom residential home is designed with coastal vibes and luxury in mind. Tucked into the south basin (private side) of the Hamilton Reservoir, this property is perfect for families or couples looking for the full lakefront experience. This property features an expansive outdoor deck for outdoor entertaining with a propane fireplace, a dock for your boat, luxury beds, and a bonus entertaining space in the finished walk-out basement with electric fireplace! Fish, boat, & kayak!
Quiet Getaway with Beautiful Views!
Entire cottage · 4 guests · 2 beds · 1 bathroom
Quiet Getaway with Beautiful Views!Have you heard of Holland? No, not wooden shoes, tulips and yodeling Holland! Holland Massachusetts! Come stay at our quaint cottage, with gorgeous views of the lake from the large front deck and backyard fire pit! Enjoy time on the lake in our 17ft canoe or our lake dinghy on the semi private beach a short walk from the house! Close to Old Sturbridge Village, Brimfield Antique Flea Markets and a beautiful golf course, this gem is perfect for a family getaway, or a single’s/couple’s retreat!
Beautiful gardens/ pond, guest suite. 4 twin beds
SUPERHOST
Entire guest suite · 4 guests · 4 beds · 1 bathroom
Beautiful gardens/ pond, guest suite. 4 twin bedsOur guest suite of two bedrooms (sleeps 4) and full bath/shower on the second floor of our house. All the beds are twin size. The larger bedroom has two twin beds pushed together. The smaller bedroom has a daybed with a second mattress on a rolling platform that sits under the daybed and rolls out from under the daybed. Please enjoy walking through our six acres of beautiful gardens and sitting by our secluded pond & campfire. You can take out a rowboat, canoe, or kayak.

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Popular amenities for Woodstock holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Woodstock

SUPERHOST
  1. Treehouse
  2. Thompson
The Tree House at Underhill Hollow
₹9,356 per night
SUPERHOST
  1. Entire guest house
  2. Woodstock
Cozy Post & Beam Apartment
₹7,127 per night
SUPERHOST
  1. Entire residential home
  2. Woodstock
Cedar Ridge
₹13,406 per night
  1. Entire bungalow
  2. Pomfret
Pomfret private bungalow
₹11,253 per night
SUPERHOST
  1. Entire cabin
  2. Holland
4 Seasons Lake View Cabin Holland
₹11,253 per night
SUPERHOST
  1. Private room
  2. Thompson
Wizard's Roost at Underhill Hollow
₹8,274 per night
  1. Entire residential home
  2. Woodstock
Secluded 2 Acre Lake Front Home!
₹24,106 per night
  1. Entire residential home
  2. Putnam
Quiet Corner's Sunny Riverside Cottage Retreat
₹9,678 per night
SUPERHOST
  1. Entire cabin
  2. Sturbridge
Lake Front Cottage Leadmine
₹11,253 per night
  1. Castle
  2. Woodstock
Luxury Suite with WATER VIEWS and Jacuzzi Tub!!
₹9,003 per night
  1. Entire guest suite
  2. Southbridge
Second floor built in 1773
₹6,602 per night
SUPERHOST
  1. Entire residential home
  2. Union
Antique Home w Private Pond, Sturbridge /Brimfield
₹12,861 per night