On Our Way Travel Woodstock
Woodstock
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Woodstock

Oct 07 - Oct 08 ·
2 guests

Woodstock Vacation Rentals

Woodstock
2 guests

Adults:

2

Children:

0

Child’s age:

Navigation

1. King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

2. Roslindale Village Condos

3. Luxury Villa: Mohegan Retreat with Fireplace, Jacuzzi, and Pools

4. Basement Room With Its Own Private Bathroom

Cheap Vacation Rentals in Woodstock Connecticut

5. Waterfront Walk Out With Private Terrace

6. A Village Bed And Breakfast

7. Villa Signor

Pet Friendly Vacation Rentals Woodstock

8. Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking

9. Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

10. New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

Woodstock Luxury Vacation Rentals

Vacation rentals near Woodstock

  • Best-rated
Hotel Image Hotel Image

King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

239 Williams Street
66.3 km (41.2 mi) from Woodstock
17
  • Shared kitchen
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Tea and coffee facilities
  • Heating
9.6
108 reviews
~ US$140 / night

King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

66.3 km (41.2 mi) from Woodstock
17
  • Shared kitchen
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Tea and coffee facilities
  • Heating

King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

9.6
108 reviews
From US$ 140 / night
  • Guest favorite
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Roslindale Village Condos

127 Selwyn Street
78.8 km (49.0 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace
8.8
195 reviews
~ US$85 / night

Roslindale Village Condos

78.8 km (49.0 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Sun terrace

Roslindale Village Condos

8.8
195 reviews
From US$ 85 / night
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Luxury Villa: Mohegan Retreat with Fireplace, Jacuzzi, and Pools

921 Old Pond Lane
50.8 km (31.6 mi) from Woodstock
65
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Saltwater pool
9.3
62 reviews
~ US$138 / night

Luxury Villa: Mohegan Retreat with Fireplace, Jacuzzi, and Pools

50.8 km (31.6 mi) from Woodstock
65
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sauna
  • Saltwater pool

Luxury Villa: Mohegan Retreat with Fireplace, Jacuzzi, and Pools

9.3
62 reviews
From US$ 138 / night

Cheap Vacation Rentals in Woodstock Connecticut

  • Top location
Hotel Image Hotel Image

Basement Room With Its Own Private Bathroom

151 Valley Street
46.4 km (28.8 mi) from Woodstock
13
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
8.6
118 reviews
~ US$72 / night

Basement Room With Its Own Private Bathroom

46.4 km (28.8 mi) from Woodstock
13
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating

Basement Room With Its Own Private Bathroom

8.6
118 reviews
From US$ 72 / night
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Waterfront Walk Out With Private Terrace

622 Military Highway
63.5 km (39.5 mi) from Woodstock
84
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun loungers
9.5
84 reviews
~ US$286 / night

Waterfront Walk Out With Private Terrace

63.5 km (39.5 mi) from Woodstock
84
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Sun loungers

Waterfront Walk Out With Private Terrace

9.5
84 reviews
From US$ 286 / night
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A Village Bed And Breakfast

69 Columbus Street
75.5 km (46.9 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Garden area
9.5
73 reviews
~ US$194 / night

A Village Bed And Breakfast

75.5 km (46.9 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf course
  • Garden area

A Village Bed And Breakfast

9.5
73 reviews
From US$ 194 / night

Pet Friendly Vacation Rentals Woodstock

Hotel Image Hotel Image

Villa Signor

311 Old Pond Lane
50.7 km (31.5 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Steam room
  • Outdoor swimming pool
9.1
102 reviews
~ US$236 / night

Villa Signor

50.7 km (31.5 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Steam room
  • Outdoor swimming pool

Villa Signor

9.1
102 reviews
From US$ 236 / night
Hotel Image Hotel Image

Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking

22 Sparrow Street
77.0 km (47.9 mi) from Woodstock
88
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area
9.2
92 reviews
~ US$208 / night

Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking

77.0 km (47.9 mi) from Woodstock
88
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area

Unique & Peaceful Boston Home, Ideal For 2026 World Cup Visitor, Free Parking

9.2
92 reviews
From US$ 208 / night
Hotel Image Hotel Image

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

22 Sparrow Street
77.0 km (47.9 mi) from Woodstock
11
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Garden area
9.4
72 reviews
~ US$236 / night

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

77.0 km (47.9 mi) from Woodstock
11
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Garden area

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

9.4
72 reviews
From US$ 236 / night

Woodstock Vacation Rentals Oceanfront

Hotel Image Hotel Image

New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

156 Dartmouth Dr.
63.8 km (39.7 mi) from Woodstock
144
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Terrace
10
17 reviews
~ US$310 / night

New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

63.8 km (39.7 mi) from Woodstock
144
  • BBQ facilities
  • Free parking
  • 24-hour security
  • Air conditioning
  • Sauna
  • Terrace

New! Updated Mystic Home W/ Sauna, Hot Tub & Deck

10
17 reviews
From US$ 310 / night
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Peaceful 1Br Easy Commute, Urban Suburban Mix Feel In Boston

10 Arborfield Rd
78.9 km (49.0 mi) from Woodstock
5
  • Free parking
  • Security
  • Air conditioning
  • Heating
8.8
83 reviews
~ US$106 / night

Peaceful 1Br Easy Commute, Urban Suburban Mix Feel In Boston

78.9 km (49.0 mi) from Woodstock
5
  • Free parking
  • Security
  • Air conditioning
  • Heating

Peaceful 1Br Easy Commute, Urban Suburban Mix Feel In Boston

8.8
83 reviews
From US$ 106 / night
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~*30Min To Downtown*~ The Cosmopolitan

709 Metropolitan Avenue
78.8 km (49.0 mi) from Woodstock
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Heating
  • Garden area
9.1
56 reviews
~ US$135 / night

~*30Min To Downtown*~ The Cosmopolitan

78.8 km (49.0 mi) from Woodstock
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Heating
  • Garden area

~*30Min To Downtown*~ The Cosmopolitan

9.1
56 reviews
From US$ 135 / night

Woodstock Vacation Rentals with Private Pool

Hotel Image Hotel Image

Jennifer'S Chic Modern 1St Floor Apt Private Patio

230 Dean Street
47.8 km (29.7 mi) from Woodstock
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area
9.6
30 reviews
~ US$353 / night

Jennifer'S Chic Modern 1St Floor Apt Private Patio

47.8 km (29.7 mi) from Woodstock
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area

Jennifer'S Chic Modern 1St Floor Apt Private Patio

9.6
30 reviews
From US$ 353 / night
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Epic Downtown Newport Location W Parking

10 Fair St
75.3 km (46.8 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Terrace
9.1
72 reviews
~ US$382 / night

Epic Downtown Newport Location W Parking

75.3 km (46.8 mi) from Woodstock
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Terrace

Epic Downtown Newport Location W Parking

9.1
72 reviews
From US$ 382 / night
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Private Guest House W/ Deck + Spectacular Views!

112 Ridge Hill Rd
60.9 km (37.9 mi) from Woodstock
58
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Outdoor swimming pool
9.3
14 reviews
~ US$166 / night

Private Guest House W/ Deck + Spectacular Views!

60.9 km (37.9 mi) from Woodstock
58
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Outdoor swimming pool

Private Guest House W/ Deck + Spectacular Views!

9.3
14 reviews
From US$ 166 / night
  • Beach access
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Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

65 Lake View Avenue
54.0 km (33.6 mi) from Woodstock
107
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Garden area
9.8
6 reviews
~ US$136 / night

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

54.0 km (33.6 mi) from Woodstock
107
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Luggage storage
  • Garden area

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

9.8
6 reviews
From US$ 136 / night
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Jennifer'S Stylish Apt Private Deck Backyard Oasis

226 Dean Street
47.8 km (29.7 mi) from Woodstock
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area
9.8
20 reviews
~ US$357 / night

Jennifer'S Stylish Apt Private Deck Backyard Oasis

47.8 km (29.7 mi) from Woodstock
51
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area

Jennifer'S Stylish Apt Private Deck Backyard Oasis

9.8
20 reviews
From US$ 357 / night
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Jennifer'S Getaway Stunning Views & Private Deck

230 Dean Street
47.8 km (29.7 mi) from Woodstock
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area
9.9
17 reviews
~ US$392 / night

Jennifer'S Getaway Stunning Views & Private Deck

47.8 km (29.7 mi) from Woodstock
74
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf course
  • Garden area

Jennifer'S Getaway Stunning Views & Private Deck

9.9
17 reviews
From US$ 392 / night
  • Great deal
Hotel Image Hotel Image

1Br-Free Parking-Boston To Providence On I-95

187 Fountain Street
49.8 km (31.0 mi) from Woodstock
28
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Heating
7.3
111 reviews
~ US$57 / night

1Br-Free Parking-Boston To Providence On I-95

49.8 km (31.0 mi) from Woodstock
28
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Heating

1Br-Free Parking-Boston To Providence On I-95

7.3
111 reviews
From US$ 57 / night
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Jennifer'S Historic Loft Glass Bedroom

1 Charles Street
48.3 km (30.0 mi) from Woodstock
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Golf course
10
14 reviews
~ US$357 / night

Jennifer'S Historic Loft Glass Bedroom

48.3 km (30.0 mi) from Woodstock
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Laundry
  • Golf course

Jennifer'S Historic Loft Glass Bedroom

10
14 reviews
From US$ 357 / night

Are you in a hurry?

Here is a quick list of Vacation Rentals in Woodstock, selected based on their rating

Name of hotel Accommodation Rating Price, $
King-Bed Room With Private Bath -Free Wifi-- New London-Mystic

9.6 / 10

(108 Reviews)

 From 140$
Roslindale Village Condos

8.8 / 10

(195 Reviews)

 From 85$
Luxury Villa: Mohegan Retreat with Fireplace, Jacuzzi, and Pools

9.3 / 10

(62 Reviews)

 From 138$
Basement Room With Its Own Private Bathroom

8.6 / 10

(118 Reviews)

 From 72$
Waterfront Walk Out With Private Terrace

9.5 / 10

(84 Reviews)

 From 286$

Location