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Oxford holiday homes
We found 748 holiday rentals — enter your dates for availability
If you'd like to stay close to Oxford, CT (OXC-Waterbury - Oxford), scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Oxford, CT (OXC-Waterbury - Oxford)
Showing deals for:15 Aug - 22 Aug
Image gallery for Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
1010 out of 10 rating
Exceptional
(79 reviews)
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
New Fairfield, CT
12% off
Price is NZ$20,410
NZ$20,410
NZ$2,916 per night
includes taxes & fees
Image gallery for Sweetbrier Farm -- Gorgeous Views, Beautiful Home
1010 out of 10 rating
Exceptional
(27 reviews)
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield, CT
12% off
Price is NZ$9,747
NZ$9,747
NZ$1,392 per night
includes taxes & fees
Image gallery for Bantam Beauty - Surrounded By Nature!
1010 out of 10 rating
Exceptional
(11 reviews)
Bantam Beauty - Surrounded By Nature!
Bantam, CT
9% off
Price is NZ$9,996
NZ$9,996
NZ$1,428 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$17,084
NZ$17,084
NZ$2,441 per night
includes taxes & fees
Image gallery for Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
1010 out of 10 rating
Exceptional
(5 reviews)
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
New Fairfield, CT
8% off
Price is NZ$6,213
NZ$6,213
NZ$888 per night
includes taxes & fees
Image gallery for Charming 3BR Hilltop House, Newly Remodeled with Arcade
1010 out of 10 rating
Exceptional
(19 reviews)
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Terryville, CT
7% off
Price is NZ$2,744
NZ$2,744
NZ$392 per night
includes taxes & fees
Image gallery for My favorite place!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
My favorite place!
Danbury, CT
8% off
Price is NZ$12,234
NZ$12,234
NZ$1,748 per night
includes taxes & fees
Image gallery for Direct Lakefront Home on Lake Lillinonah with Elevator Access
1010 out of 10 rating
Exceptional
(29 reviews)
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Brookfield, CT
8% off
Price is NZ$8,956
NZ$8,956
NZ$1,279 per night
includes taxes & fees
Image gallery for Candlewood Cabin - with Private Waterfront
1010 out of 10 rating
Exceptional
(8 reviews)
Candlewood Cabin - with Private Waterfront
New Fairfield, CT
8% off
Price is NZ$5,365
NZ$5,365
NZ$766 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$9,848
NZ$9,848
NZ$1,407 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
25% off
Price is NZ$5,437
NZ$5,437
NZ$777 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$9,103
NZ$9,103
NZ$1,300 per night
includes taxes & fees
Image gallery for Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
1010 out of 10 rating
Exceptional
(6 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is NZ$3,484
NZ$3,484
NZ$498 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(32 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$6,810
NZ$6,810
NZ$973 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(8 reviews)
Historic Designer City Getaway
Easton, CT
8% off
Price is NZ$12,813
NZ$12,813
NZ$1,830 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$9,695
NZ$9,695
NZ$1,385 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
(22 reviews)
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Roxbury, CT
12% off
Price is NZ$2,571
NZ$2,571
NZ$367 per night
includes taxes & fees
Image gallery for Beachside Retreat
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Beachside Retreat
West Haven, CT
8% off
Price is NZ$5,829
NZ$5,829
NZ$833 per night
includes taxes & fees
Image gallery for Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
1010 out of 10 rating
Exceptional
(29 reviews)
Private Renovated Home Convenient to Sacred Heart & Fairfield Universities
Fairfield, CT
8% off
Price is NZ$6,706
NZ$6,706
NZ$958 per night
includes taxes & fees
Image gallery for Charming Cottage in Washington Depot
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming Cottage in Washington Depot
Washington Depot, CT
8% off
Price is NZ$4,798
NZ$4,798
NZ$685 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 The Green Lily Suite
1010 out of 10 rating
Exceptional
(6 reviews)
The Green Lily Suite
New Haven, CT
14% off
Price is NZ$1,749
NZ$1,749
NZ$250 per night
includes taxes & fees
Image gallery for Cozy Escape - Wooster Square
8.08.0 out of 10 rating
Very good
(8 reviews)
Cozy Escape - Wooster Square
New Haven, CT
9% off
Price is NZ$3,286
NZ$3,286
NZ$469 per night
includes taxes & fees
Image gallery for Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
1010 out of 10 rating
Exceptional
(16 reviews)
Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
Southbury, CT
8% off
Price is NZ$2,892
NZ$2,892
NZ$413 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Oxford
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
129 reviews(129 reviews)
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
181 reviews(181 reviews)
CT Private Home on Belden Island
Sleeps 8 · 4 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Sleeps 2 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Sleeps 12 · 6 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
59 reviews(59 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