We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Southbury, CT and nearby

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
All 18 Rentals in the Southbury Area
loading...
From
$149
Per Night
View Details
1 / 27
Payment Protection
Southbury
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry

The following rentals are within 20 miles of Southbury, Connecticut.

From
$786
Per Night
View Details
1 / 22
Payment Protection
New Fairfield
5 Bedrooms, 7 Bathrooms, Sleeps 10
Details Make Inquiry
From
$65
Per Night
View Details
1 / 7
Payment Protection
Bristol
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
From
$500
Per Night
View Details
1 / 18
Payment Protection
Litchfield
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our home is on Woodridge Lake, a private lake community in the town of Goshen in Litchfield County CT. The house is walking distance (about 200 yards) to the clubhouse area which includes 8 tennis courts, a pool (summer), beach, basketball court, fitness center, snack bar (summer). **We are... View all property information
Make Inquiry
From
$63
Per Night
View Details
1 / 20
Payment Protection
New Preston
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • 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
Make Inquiry
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...
See all reviews
From
$1,200
Per Week
View Details
1 / 20
Payment Protection
New Milford
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$250
Per Night
View Details
1 / 16
Payment Protection
Woodbury
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This antique-filled, light-splashed colonial two story home on Connecticut's Antique Trail has spacious indoor and outdoor lounging areas in a beautiful one acre private garden setting three minutes from Woodbury's historic town center. The home was a former bed and breakfast property and has all... View all property information
Make Inquiry
From
$300
Per Night
View Details
1 / 16
Payment Protection
Bethlehem
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$271
Per Night
View Details
1 / 29
Payment Protection
New Milford
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
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
See all reviews
From
$75
Per Night
View Details
1 / 20
Payment Protection
Hamden
1 Bedroom, 1 Bathroom, Sleeps 3
Booking
Details Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • 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
Make Inquiry
Get the List
From
$250
Per Night
View Details
1 / 14
Payment Protection
New Preston
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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
Make Inquiry
From
$775
Per Night
View Details
1 / 3
Payment Protection
Milford
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
4 bedroom, 3 full bathroom , Beach house, directly on the water View all property information
Make Inquiry
From
$50
Per Night
View Details
1 / 15
Payment Protection
Plymouth
8 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
Make Inquiry
From
$171
Per Night
View Details
1 / 19
New Haven
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Charming beach cottage, clean, well maintained interior,central AC. Cottage located on dead end street, 4 houses from LI Sound. Residents share PRIVATE BEACH.Guests of property also have beach rights to adjacent PRIVATE BEACH. View of ocean and salt marsh from front porch. Short walk to TOWN BEACH... View all property information
Make Inquiry
4 of 5 stars Reviewed December 5, 2014
This is a well equipped and furnished property. It was very clean and comfortable and WiFi and telephone were included. The house is only a few yards from the beach and, for...
See all reviews
From
$47
Per Night
View Details
1 / 8
Danbury
2 Bedrooms, 2 Bathrooms, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$271
Per Night
View Details
1 / 24
New Milford
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
Make Inquiry
From
$400
Per Night
View Details
1 / 12
Payment Protection
New Haven
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This entire house is all yours! Yes, the entire 2300 square ft house with 3 bedrooms and 2.5 baths! Host your Yale Weekend here and feel right at home as you entertain your family and friends in this beautiful and comfortable space.The house is spacious and charming with a lovely combination of... View all property information
Make Inquiry
5 of 5 stars Reviewed February 22, 2015
What an awesome house. I love how the owners left us notes all over the house explaining the art work and where to find anything. We arrived at 2 am in the morning and had a few...
See all reviews
Inquire for rates
1 / 20
Payment Protection
Litchfield
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Garden or Yard
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
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
Make Inquiry
Go to map view
Book Online(14)
Use filters to find the best results!

Suitability

  • Wheelchair access (2)
  • Elder access (6)
  • Suitable for children (4)
  • Pet friendly (4)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (14)
  • Parking (14)
  • Grill (13)
  • Internet (13)
  • Air Conditioning (11)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities
Filter search results by:
Book Online(14)

Suitability

  • Wheelchair access (2)
  • Elder access (6)
  • Suitable for children (4)
  • Pet friendly (4)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (14)
  • Parking (14)
  • Grill (13)
  • Internet (13)
  • Air Conditioning (11)
  • View all amenities