Windsor Station holiday rentals
We found 381 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Windsor Station that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Windsor Station
Showing deals for:10 Oct - 17 Oct
Image gallery for Stunning Lakeside Retreat
8.88.8 out of 10 rating
Excellent
(5 reviews)
Stunning Lakeside Retreat
Columbia, CT
8% off
Price is AU$9,133
AU$9,133
AU$1,305 per night
includes taxes & fees
Image gallery for Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
![[Living Room, Downstairs] Sit back and watch the flames dance in the firepit while enjoying the water views.](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/da9f051c_z.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Coventry, Connecticut
16% off
Price is AU$3,703
AU$3,703
AU$529 per night
includes taxes & fees
Image gallery for Charming 3 bed/2 bath town home with gorgeous back yard
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming 3 bed/2 bath town home with gorgeous back yard
Springfield, MA
8% off
Price is AU$6,066
AU$6,066
AU$867 per night
includes taxes & fees
Image gallery for Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
![[Lake House] A Vibrant Retreat: Classic New England Lake Cottage with a Dog Run in the Rear.](https://images.trvl-media.com/lodging/72000000/71920000/71917500/71917472/75318a8a_z.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
9.09.0 out of 10 rating
Wonderful
(42 reviews)
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry, Connecticut
16% off
Price is AU$3,243
AU$3,243
AU$463 per night
includes taxes & fees
Image gallery for Beautiful 4BR 2 Bathroom House with Parking
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Beautiful 4BR 2 Bathroom House with Parking
Springfield, MA
9% off
Price is AU$5,417
AU$5,417
AU$774 per night
includes taxes & fees
Image gallery for Mountaintop Horse Farm with Heated Pool
1010 out of 10 rating
Exceptional
(28 reviews)
Mountaintop Horse Farm with Heated Pool
Bloomfield, CT
8% off
Price is AU$3,473
AU$3,473
AU$496 per night
includes taxes & fees
Image gallery for A “Wow” Experience everywhere there is something to stimulate your mind Interest
9.49.4 out of 10 rating
Exceptional
(6 reviews)
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Windsor, CT
8% off
Price is AU$3,865
AU$3,865
AU$552 per night
includes taxes & fees
Image gallery for Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
![[Patio, Backyard] Lakeside bliss: Where cruiser bikes, firepit, and grill meet for the perfect retreat.](https://images.trvl-media.com/lodging/85000000/84020000/84013000/84012968/034e040a_z.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry, Connecticut
16% off
Price is AU$2,950
AU$2,950
AU$421 per night
includes taxes & fees
Image gallery for Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Avon, CT
8% off
Price is AU$3,583
AU$3,583
AU$512 per night
includes taxes & fees
Image gallery for Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
1010 out of 10 rating
Exceptional
(68 reviews)
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Suffield, CT
8% off
Price is AU$2,030
AU$2,030
AU$290 per night
includes taxes & fees
Image gallery for Charming Luxury 1BR Near Downtown. Dog Friendly!
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Charming Luxury 1BR Near Downtown. Dog Friendly!
Manchester, CT
7% off
Price is AU$2,523
AU$2,523
AU$360 per night
includes taxes & fees
Image gallery for Charming Lakefront Home with Sunset Views
9.49.4 out of 10 rating
Exceptional
(54 reviews)
Charming Lakefront Home with Sunset Views
East Hampton, CT
8% off
Price is AU$5,491
AU$5,491
AU$784 per night
includes taxes & fees
Image gallery for Lake front, 3 bedroom, 2 full bath house, private beach
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Lake front, 3 bedroom, 2 full bath house, private beach
Coventry, CT
12% off
Price is AU$3,621
AU$3,621
AU$517 per night
includes taxes & fees
Image gallery for Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
1010 out of 10 rating
Exceptional
(57 reviews)
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Canton, CT
8% off
Price is AU$3,767
AU$3,767
AU$538 per night
includes taxes & fees
Image gallery for ISLAND WATERFRONT Sleeps up to 8
9.09.0 out of 10 rating
Wonderful
(73 reviews)
ISLAND WATERFRONT Sleeps up to 8
Southwick, MA
8% off
Price is AU$2,983
AU$2,983
AU$426 per night
includes taxes & fees
Image gallery for Peaceful Meadow Retreat
1010 out of 10 rating
Exceptional
(9 reviews)
Peaceful Meadow Retreat
Granby, CT
10% off
Price is AU$1,605
AU$1,605
AU$229 per night
includes taxes & fees
Image gallery for Linny’s Lake Retreat, Family-Friendly & Dock Access
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Linny’s Lake Retreat, Family-Friendly & Dock Access
Southwick, CT
8% off
Price is AU$3,138
AU$3,138
AU$448 per night
includes taxes & fees
Image gallery for NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.49.4 out of 10 rating
Exceptional
(21 reviews)
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Windsor, CT
7% off
Price is AU$1,828
AU$1,828
AU$261 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house centrally located in Bristol
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Charming 2-bedroom house centrally located in Bristol
Bristol, CT
8% off
Price is AU$1,837
AU$1,837
AU$262 per night
includes taxes & fees
Image gallery for The Jazz Suite B1
8.68.6 out of 10 rating
Excellent
(7 reviews)
The Jazz Suite B1
Hartford, CT
7% off
Price is AU$1,509
AU$1,509
AU$216 per night
includes taxes & fees
Image gallery for Modern 3BR PET FRIENDLY near Six Flags, Big E and major Hospitals
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Modern 3BR PET FRIENDLY near Six Flags, Big E and major Hospitals
Springfield, MA
8% off
Price is AU$3,285
AU$3,285
AU$469 per night
includes taxes & fees
Image gallery for Longmeadow Ma 3 Bedroom Ranch
9.69.6 out of 10 rating
Exceptional
(19 reviews)
Longmeadow Ma 3 Bedroom Ranch
Longmeadow, MA
21% off
Price is AU$3,267
AU$3,267
AU$467 per night
includes taxes & fees
Image gallery for Classic Lake House w/ private waterfront, 4 steps to water, FirePit/Kayaks/canoe
1010 out of 10 rating
Exceptional
(144 reviews)
Classic Lake House w/ private waterfront, 4 steps to water, FirePit/Kayaks/canoe
East Hampton, CT
12% off
Price is AU$6,147
AU$6,147
AU$878 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Windsor Station
ISLAND WATERFRONT Sleeps up to 8
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
73 reviews(73 reviews)
The place to be for extreme comfort, calm and quiet experience!!!
Sleeps 8 · 6 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
PICON COZY
Sleeps 4 · 2 bedrooms · 1 bathroom
7.67.6 out of 10
Goodgood
67 reviews(67 reviews)
Modern 3BR PET FRIENDLY near Six Flags, Big E and major Hospitals
Sleeps 6 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
HOMEY HOMEY
Sleeps 2 · 1 bedroom · 1 bathroom
3.43.4 out of 10
3 reviews(3 reviews)
Charming Ranch Home, Backyard Sanctuary, GameRoom, Convenient to Town Center
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
Top rated rentals - Windsor Station
Lovely
1010 out of 10
Exceptionalexceptional
28 reviews(28 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