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Oxford holiday homes
We found 731 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:3 Oct - 10 Oct
Image gallery for Sweetbrier Farm -- Gorgeous Views, Beautiful Home
1010 out of 10 rating
Exceptional
(28 reviews)
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield, CT
12% off
Price is NZ$9,027
NZ$9,027
NZ$1,290 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$1,987
NZ$1,987
NZ$284 per night
includes taxes & fees
Image gallery for Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
1010 out of 10 rating
Exceptional
(5 reviews)
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
New Fairfield, CT
8% off
Price is NZ$25,494
NZ$25,494
NZ$3,642 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is NZ$12,625
NZ$12,625
NZ$1,804 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
7% off
Price is NZ$14,229
NZ$14,229
NZ$2,033 per night
includes taxes & fees
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
11% off
Price is NZ$20,595
NZ$20,595
NZ$2,942 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$5,086
NZ$5,086
NZ$727 per night
includes taxes & fees
Image gallery for On the Water Spacious Comfortable Historic Home
1010 out of 10 rating
Exceptional
(5 reviews)
On the Water Spacious Comfortable Historic Home
West Haven, CT
8% off
Price is NZ$8,786
NZ$8,786
NZ$1,255 per night
includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
24% off
Price is NZ$2,633
NZ$2,633
NZ$376 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
(14 reviews)
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bethlehem, CT
8% off
Price is NZ$7,756
NZ$7,756
NZ$1,108 per night
includes taxes & fees
Image gallery for Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
9.69.6 out of 10 rating
Exceptional
(66 reviews)
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bethlehem, CT
8% off
Price is NZ$2,989
NZ$2,989
NZ$427 per night
includes taxes & fees
Image gallery for Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
Bethlehem, CT
7% off
Price is NZ$4,406
NZ$4,406
NZ$629 per night
includes taxes & fees
Image gallery for Luxury private beach front property
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury private beach front property
Milford, CT
12% off
Price is NZ$11,117
NZ$11,117
NZ$1,588 per night
includes taxes & fees
Image gallery for Beach House steps from sand & Amazing Views
1010 out of 10 rating
Exceptional
(9 reviews)
Beach House steps from sand & Amazing Views
West Haven, CT
8% off
Price is NZ$8,815
NZ$8,815
NZ$1,259 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is NZ$12,770
NZ$12,770
NZ$1,824 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$9,300
NZ$9,300
NZ$1,329 per night
includes taxes & fees
Image gallery for Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
New Milford, CT
12% off
Price is NZ$7,849
NZ$7,849
NZ$1,121 per night
includes taxes & fees
Image gallery for Charming 1870 cape cottage in Litchfield
1010 out of 10 rating
Exceptional
(51 reviews)
Charming 1870 cape cottage in Litchfield
Litchfield, CT
8% off
Price is NZ$3,289
NZ$3,289
NZ$470 per night
includes taxes & fees
Image gallery for Modern Barn, NEW Luxurious Home
1010 out of 10 rating
Exceptional
(35 reviews)
Modern Barn, NEW Luxurious Home
New Preston, CT
8% off
Price is NZ$12,024
NZ$12,024
NZ$1,718 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$5,008
NZ$5,008
NZ$715 per night
includes taxes & fees
Image gallery for Cozy Lakefront Bungalow w firepit/dock/kayaks
1010 out of 10 rating
Exceptional
(26 reviews)
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth, CT
8% off
Price is NZ$6,634
NZ$6,634
NZ$948 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(33 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$5,348
NZ$5,348
NZ$764 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$8,584
NZ$8,584
NZ$1,226 per night
includes taxes & fees
Image gallery for 6-Acre Luxurious Country Home with Goddess Point Lookout
1010 out of 10 rating
Exceptional
(9 reviews)
6-Acre Luxurious Country Home with Goddess Point Lookout
Woodbury, CT
8% off
Price is NZ$9,747
NZ$9,747
NZ$1,392 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Oxford
Waterfront 3-bedroom house with AC and WiFi in tranquil Southbury
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Soak in the Lake Views at the Spacious Waterfront Apartment
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
STUNNING Home on 3 acre Private Pond w. Hot Tub, BBQ, Firepit
Sleeps 10 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Reunions at Candlewood Lake
Sleeps 8 · 4 bedrooms · 2+ bathrooms
3.03.0 out of 10
2 reviews(2 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
33 reviews(33 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