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Vacation Rentals in Woodbury, CT and nearby

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All 20 Rentals in the Woodbury Area
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From
$250
Per Night
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1 / 16
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Woodbury
3 Bedrooms, 3 Bathrooms, Sleeps 6
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The following rentals are within 20 miles of Woodbury, Connecticut.

From
$171
Per Night
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1 / 19
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New Haven
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$500
Per Night
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1 / 18
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Litchfield
4 Bedrooms, 3 Bathrooms, Sleeps 8
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From
$63
Per Night
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1 / 20
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New Preston
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Fireplace
  • Stove
  • Patio
  • TV
  • Microwave
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Near Lake Waramaug $300 per night with a 3-night minimum $1800 per week. June $5,000 per month July $5,000 per month Aug $6,000 per month Memorial Day to Labor Day $12,000 Enjoy this green woodsy retreat in beautiful Litchfield County and relax in a charming farmhouse that is spacious... View all property information
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5 of 5 stars Reviewed July 7, 2014
We arrived all type A with many plans to hike and swim, ended up enjoying the comfort of the house, cooking, hanging out together. Switching from indoor seating for outdoor...
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From
$1,200
Per Week
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1 / 20
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New Milford
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
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Amenities & Details
  • Stove
  • Parking
  • Dishwasher
  • Washer
  • Garage
  • TV
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
You will enjoy a very charming home with a rustic atmosphere. Swim and enjoy beautiful Candlewood Lake on a private beach, explore Litchfield Hills with true New England charm, sit on the patio or veranda to soak in the sun, and gather around the fireplace in the evening. The house is perfect for... View all property information
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From
$300
Per Night
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1 / 16
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Bethlehem
6 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Gym
  • Microwave
  • Washer
  • Refrigerator
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This sophisticated and modernized 18th Century rambling farmhouse is set amount towering tress, huge lawns, flower beds, parterre vegetable and herb gardens, 2 ponds, stone walls, pasture and woods. There are five bedrooms, including one huge family suite with a Q bed, twin bed and a crib. All... View all property information
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From
$149
Per Night
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1 / 27
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Southbury
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Dryer
  • Washer
  • TV
  • Air Conditioning
  • Microwave
  • Safe
  • Terrace
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Charming, recently renovated, two-story, 1,200 square-foot coach house built in 1795 and set in a tranquil 3-acres of lawns, gardens, orchards and forest at the heart of the historic Village of South Britain founded in 1715 by settlers from the south of England, This vacation home an hour and a... View all property information
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5 of 5 stars Reviewed January 7, 2015
My husband and I, and our doggies, enjoyed the Coach House so much. We became friends with the owner who was very accomodating. He even loaned us his ornaments, so we could...
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From
$271
Per Night
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1 / 29
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New Milford
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • TV
  • Fireplace
  • Garage
  • Safe
  • Refrigerator
  • Gym
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful!! very private country setting; four bedrooms, large family room with cathedral ceilings and grand piano. All amenities: cable TV, CD, DVD,VCR, internet and air conditioning. Deck--including a screen house; gas grill. 20x40 inground pool with... View all property information
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5 of 5 stars Reviewed August 10, 2014
This is a spacious 4 bedroom property. it is high above the local road and is surrounded by trees. Neighbours are a good distance away, so the loudest sounds are from the local...
5 of 5 stars Reviewed July 21, 2014
A spectacular week in a secluded spot and yet minutes from quaint New Milford Village. Pool is GREAT
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From
$75
Per Night
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1 / 20
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Hamden
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • TV
  • Satellite TV
  • DVD Player
  • Refrigerator
  • Patio
  • Grill
  • Stereo System
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Beautiful, modern, clean, SAFE, comfortable, and convenient to all transportation and highways. This stunner has a warm, inviting atmosphere with a hostess who is knowledgable about Connecticut AND New York City. The rental is a HIP, bright, basement apartment in a well appointed Colonial style... View all property information
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From
$786
Per Night
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1 / 22
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New Fairfield
5 Bedrooms, 7 Bathrooms, Sleeps 10
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Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
There's not much better than summertime on Candlewood Lake but the fall is a close runner up! Enjoy all the fall offers in New England from this magnificent waterfront home on Connecticut's largest lake. Enjoy fall festivals, apple picking, sipping a hot toddy by your outdoor fireplace, cooking a... View all property information
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From
$225
Per Night
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1 / 11
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Wallingford
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Brae Cottage is an elegantly designed small home. It sits in an open field, next to woods and overlooking a pond. There is a large living room with cathedral ceiling and fireplace. The living room opens onto a covered terrace and includes a queen sized Murphy Bed. There is fully equipped kitchen &... View all property information
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From
$775
Per Night
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1 / 3
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Milford
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Guest Count
  • Waterfront
  • Bridgeport: 8.1 mi
  • Living Room Seats...
  • # Of Bathrooms
  • Number Of Bedrooms
  • milford: 1.0 mi
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
4 bedroom, 3 full bathroom , Beach house, directly on the water View all property information
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From
$250
Per Night
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1 / 14
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New Preston
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • VCR
  • Fireplace
  • Refrigerator
  • Microwave
  • Stove
  • Dishwasher
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
'Little Wheel' is the guest cottage on the historic Riverdance MIll property (circa 1875) in the charming village of New Preston, CT. The cottage has been totally reconstructed recently. It is bright and airy in the Spring and Summer, cozy and warm in the Fall and Winter and ALWAYS romantic! The... View all property information
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From
$185
Per Night
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1 / 10
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Wallingford
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Deck
  • Parking
  • Satellite TV
  • Balcony
  • Ceiling Fans
  • Terrace
  • Porch
  • Hairdryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to The Wallingford Victorian Inn We are a B&B The room rate posted is for one suite that will sleep 2 We have 5 suites available for rental if your party is larger The rate is per suite per night The Wallingford Victorian Inn regally presides over the corners of North Main Street and... View all property information
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From
$50
Per Night
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1 / 15
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Plymouth
8 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This beatuiful 8 room Raised Ranch is located on a quiet dead end street. Home is very spacious with a new efficient oil based heating system. Large eat in kitchen with appliances. Large dining room with sliders to two tier deck overlooking a 1 acre lot. Living room is large with fireplace.... View all property information
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From
$271
Per Night
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1 / 24
New Milford
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dryer
  • Washer
  • Microwave
  • Stove
  • Dishwasher
  • Parking
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
SUMMER RENTAL LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful , very private country setting; four bedrooms, large family room with cathedral ceilings; grand piano. All amenities:cable TV, CD, DVD,VCR, internet. All rooms are with AC. Deck by the house with screen house and gas... View all property information
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From
$243
Per Night
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1 / 4
New Milford
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Number Of Bedrooms
  • Washer
  • Dishwasher
  • Stereo System
  • Central Heating
  • Dryer
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Antique Cornwall renovated farmhouse with wide floor boards on a quiet country road. One bedroom on main floor, new master bedroom suite upstairs. Eat in kitchen plus separate dining room. Large living room comfortably furnished. Distant views from upper deck, main level porch with propane... View all property information
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From
$47
Per Night
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1 / 8
Danbury
2 Bedrooms, 2 Bathrooms, Sleeps 3
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Amenities & Details
  • Microwave
  • Stove
  • Parking
  • Ceiling Fans
  • Grill
  • Refrigerator
  • Patio
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Newly refurbished cottage directly on the shores of Lake Candlewood in Danbury CT with access to a private dock and the lake. The cottage has 2 bedrooms and 2 bathrooms with a fireplace in the living room and a pellet stove on the enclosed porch that heats the entire house in the winter.... View all property information
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From
$65
Per Night
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1 / 7
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Bristol
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Parking
  • Short Term Rentals...
  • Wi-Fi
  • Number Of Bedrooms
  • # Of Bathrooms
  • Towels Provided
  • Double Beds:(1)
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located in 1880 home in older quiet neighborhood .Nearby park to walk in. Located 2 miles from ESPN and the great Lake Compounce amusement park. Walking distance to clock museum, shopping, library and churches. Short drive to carousel museum. 13 miles from capital of Hartford. Off street... View all property information
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1 / 20
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Litchfield
3 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Microwave
  • Washer
  • Refrigerator
  • DVD Player
  • Dishwasher
  • Hot Tub
  • Parking
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Prana Residence-Spa creates an environment for relaxation and the rejuvenation. If you appreciate tranquility in the pursuit of personal happiness, are inspired by nature and are in need of personal spa facilities, Prana Residence-Spa is waiting for you. Prana Residence-Spa sits in a most tranquil... View all property information
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Suitability

  • Wheelchair access (2)
  • Elder access (7)
  • Suitable for children (3)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

  • Internet (14)
  • Other outdoor space (14)
  • Parking (14)
  • Air Conditioning (12)
  • Grill (12)
  • View all amenities