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Oxford holiday homes
We found 721 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:14 Nov - 21 Nov
Image gallery for Fabulous year round waterfront retreat on Lake Waramaug
1010 out of 10 rating
Exceptional
(6 reviews)
Fabulous year round waterfront retreat on Lake Waramaug
New Preston, CT
8% off
Price is NZ$13,841
NZ$13,841
NZ$1,977 per night
includes taxes & fees
Image gallery for Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
1010 out of 10 rating
Exceptional
(20 reviews)
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Danbury, CT
8% off
Price is NZ$11,984
NZ$11,984
NZ$1,712 per night
includes taxes & fees
Image gallery for Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
1010 out of 10 rating
Exceptional
(35 reviews)
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Plymouth, CT
8% off
Price is NZ$6,694
NZ$6,694
NZ$956 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is NZ$2,321
NZ$2,321
NZ$332 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
1010 out of 10 rating
Exceptional
(16 reviews)
100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Washington, CT
16% off
Price is NZ$27,381
NZ$27,381
NZ$3,912 per night
includes taxes & fees
Image gallery for Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Washington, CT
8% off
Price is NZ$17,681
NZ$17,681
NZ$2,526 per night
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
1010 out of 10 rating
Exceptional
(11 reviews)
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Roxbury, CT
35% off
Price is NZ$10,425
NZ$10,425
NZ$1,489 per night
includes taxes & fees
Image gallery for Lakefront Home, Close to Mt Southington!
1010 out of 10 rating
Exceptional
(19 reviews)
Lakefront Home, Close to Mt Southington!
Wolcott, CT
7% off
Price is NZ$3,373
NZ$3,373
NZ$482 per night
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
9.89.8 out of 10 rating
Exceptional
(6 reviews)
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Roxbury, CT
51% off
Price is NZ$7,477
NZ$7,477
NZ$1,068 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
9.89.8 out of 10 rating
Exceptional
(11 reviews)
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Washington, CT
35% off
Price is NZ$9,288
NZ$9,288
NZ$1,327 per night
includes taxes & fees
Image gallery for County Seat Colonial
1010 out of 10 rating
Exceptional
(11 reviews)
County Seat Colonial
Litchfield, CT
8% off
Price is NZ$5,107
NZ$5,107
NZ$730 per night
includes taxes & fees
Image gallery for Sweetbrier Farm -- Gorgeous Views, Beautiful Home
1010 out of 10 rating
Exceptional
(29 reviews)
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield, CT
12% off
Price is NZ$8,224
NZ$8,224
NZ$1,175 per night
includes taxes & fees
Image gallery for Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Brookfield, CT
16% off
Price is NZ$21,757
NZ$21,757
NZ$3,108 per night
includes taxes & fees
Image gallery for Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Watertown, CT
8% off
Price is NZ$14,143
NZ$14,143
NZ$2,020 per night
includes taxes & fees
Image gallery for Candlewood Lake Perfection: Large and very private House, property and pool.
1010 out of 10 rating
Exceptional
(19 reviews)
Candlewood Lake Perfection: Large and very private House, property and pool.
Danbury, CT
8% off
Price is NZ$27,088
NZ$27,088
NZ$3,870 per night
includes taxes & fees
Image gallery for Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
Washington, CT
35% off
Price is NZ$10,425
NZ$10,425
NZ$1,489 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
15% off
Price is NZ$4,609
NZ$4,609
NZ$658 per night
includes taxes & fees
Image gallery for Charming 1870 cape cottage in Litchfield
1010 out of 10 rating
Exceptional
(52 reviews)
Charming 1870 cape cottage in Litchfield
Litchfield, CT
8% off
Price is NZ$3,333
NZ$3,333
NZ$476 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
(72 reviews)
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bethlehem, CT
8% off
Price is NZ$3,027
NZ$3,027
NZ$432 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
12% off
Price is NZ$19,917
NZ$19,917
NZ$2,845 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
7% off
Price is NZ$14,416
NZ$14,416
NZ$2,059 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$9,513
NZ$9,513
NZ$1,359 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
(12 reviews)
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
Bethlehem, CT
7% off
Price is NZ$3,742
NZ$3,742
NZ$535 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$8,377
NZ$8,377
NZ$1,197 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
9.29.2 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
Serenity Haven: A Modern Retreat
Sleeps 3 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Modern cozy home, pet friendly
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Seven Sleeps + Patio retreat/lake + Two-in-one game table/PS5
Sleeps 7 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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
4 reviews(4 reviews)
Top rated rentals - Oxford
Lovely home
1010 out of 10
Exceptionalexceptional
42 reviews(42 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