Holiday rentals near Cheshire Hollow Farm
We found holiday rentals — enter your dates for availability
Select the perfect private holiday rental that's near Cheshire Hollow Farm. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Cheshire Hollow Farm
Showing deals for:18 Jul - 25 Jul
Image gallery for Private Home - Pool and Close to CT Shoreline Beaches
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Private Home - Pool and Close to CT Shoreline Beaches
North Branford, CT
16% off
Price is NZ$9,856
NZ$9,856
NZ$1,408 per night
includes taxes & fees
Image gallery for 1770 Colonial 5 Bedrooms 4 1/2 Baths Sleeps 9
1010 out of 10 rating
Exceptional
(11 reviews)
1770 Colonial 5 Bedrooms 4 1/2 Baths Sleeps 9
Litchfield, CT
24% off
Price is NZ$5,516
NZ$5,516
NZ$788 per night
includes taxes & fees
Image gallery for Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
1010 out of 10 rating
Exceptional
(9 reviews)
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Watertown, CT
8% off
Price is NZ$17,079
NZ$17,079
NZ$2,440 per night
includes taxes & fees
Image gallery for Waterfront modern cottage. Great getaway- summer retreat under 2 hours from NYC!
1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront modern cottage. Great getaway- summer retreat under 2 hours from NYC!
Bethlehem, CT
7% off
Price is NZ$4,522
NZ$4,522
NZ$646 per night
includes taxes & fees
Image gallery for 6-Acre Luxurious Country Home with Goddess Point Lookout
1010 out of 10 rating
Exceptional
(8 reviews)
6-Acre Luxurious Country Home with Goddess Point Lookout
Woodbury, CT
8% off
Price is NZ$9,845
NZ$9,845
NZ$1,406 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(31 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$6,808
NZ$6,808
NZ$973 per night
includes taxes & fees
Image gallery for Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
1010 out of 10 rating
Exceptional
(5 reviews)
Amazing 11 Bedroom 15 Bathroom Mansion Close to Beaches
Killingworth, CT
8% off
Price is NZ$37,958
NZ$37,958
NZ$5,423 per night
includes taxes & fees
Image gallery for Cozy Getaway w/lots of Natural Light :) 5 mins to adventures
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures
Middletown, CT
8% off
Price is NZ$2,215
NZ$2,215
NZ$316 per night
includes taxes & fees
Image gallery for Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
1010 out of 10 rating
Exceptional
(13 reviews)
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bethlehem, CT
8% off
Price is NZ$9,100
NZ$9,100
NZ$1,300 per night
includes taxes & fees
Image gallery for Fun Lake Front Cottage!
9.89.8 out of 10 rating
Exceptional
(89 reviews)
Fun Lake Front Cottage!
Middlefield, CT
7% off
Price is NZ$3,067
NZ$3,067
NZ$438 per night
includes taxes & fees
Image gallery for Winchester - Your Home Away from Home
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Winchester - Your Home Away from Home
New Haven, CT
8% off
Price is NZ$3,610
NZ$3,610
NZ$516 per night
includes taxes & fees
Image gallery for Lovely Family sized 3 bedroom Colonial home, close to restaurant.
8.68.6 out of 10 rating
Excellent
(10 reviews)
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Middletown, CT
8% off
Price is NZ$3,416
NZ$3,416
NZ$488 per night
includes taxes & fees
Image gallery for Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
1010 out of 10 rating
Exceptional
(20 reviews)
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Roxbury, CT
12% off
Price is NZ$2,543
NZ$2,543
NZ$363 per night
includes taxes & fees
Image gallery for Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
1010 out of 10 rating
Exceptional
(10 reviews)
Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
Hamden, CT
8% off
Price is NZ$9,544
NZ$9,544
NZ$1,363 per night
includes taxes & fees
Image gallery for Tranquil Litchfield Connecticut Retreat".
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Tranquil Litchfield Connecticut Retreat".
Litchfield, CT
16% off
Price is NZ$2,705
NZ$2,705
NZ$386 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is NZ$2,349
NZ$2,349
NZ$336 per night
includes taxes & fees
Image gallery for Lake Front Home.....
9.89.8 out of 10 rating
Exceptional
(89 reviews)
Lake Front Home.....
Middlefield, CT
8% off
Price is NZ$4,706
NZ$4,706
NZ$672 per night
includes taxes & fees
Image gallery for Relax at Rudy's peaceful resting place...
1010 out of 10 rating
Exceptional
(5 reviews)
Relax at Rudy's peaceful resting place...
East Haven, CT
8% off
Price is NZ$3,393
NZ$3,393
NZ$485 per night
includes taxes & fees
Image gallery for The Overlook near South Farms in Litchfield County is Hospitality, integrated.
9.29.2 out of 10 rating
Wonderful
(5 reviews)
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris, CT
8% off
Price is NZ$2,909
NZ$2,909
NZ$416 per night
includes taxes & fees
Image gallery for NEW-Another Fun Downtown Location 1st floor
1010 out of 10 rating
Exceptional
(12 reviews)
NEW-Another Fun Downtown Location 1st floor
Southington, CT
7% off
Price is NZ$2,455
NZ$2,455
NZ$351 per night
includes taxes & fees
Image gallery for Lake Front Cottage #7!
9.69.6 out of 10 rating
Exceptional
(130 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is NZ$2,395
NZ$2,395
NZ$342 per night
includes taxes & fees
Image gallery for Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
1010 out of 10 rating
Exceptional
(7 reviews)
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown, CT
8% off
Price is NZ$7,864
NZ$7,864
NZ$1,123 per night
includes taxes & fees
Image gallery for Ranch style living at its best with country garden & patio!
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Ranch style living at its best with country garden & patio!
North Haven, CT
8% off
Price is NZ$3,405
NZ$3,405
NZ$486 per night
includes taxes & fees
Image gallery for Stocked home close to Yale, in Heart of New Haven
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Stocked home close to Yale, in Heart of New Haven
New Haven, CT
8% off
Price is NZ$2,687
NZ$2,687
NZ$384 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Cheshire Hollow Farm
The Queen of the Thimble Islands
Sleeps 15 · 8 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Cute country cottage for getaway stay
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
180 reviews(180 reviews)
Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.
Sleeps 22 · 11 bedrooms · 5+ bathrooms
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
128 reviews(128 reviews)
Beautiful fully equipped CT Walnut Beach cottage w/SUP & Kayak 4 min from beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Beautiful 4BR Beach House with Private Beach Access.
Sleeps 8 · 4 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Top rated rentals - Cheshire Hollow Farm
Everything is great!
1010 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value