Windsor Station holiday homes
We found 379 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:3 Oct - 10 Oct
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 NZ$6,576
NZ$6,576
NZ$939 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 NZ$3,458
NZ$3,458
NZ$494 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 NZ$3,183
NZ$3,183
NZ$455 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 NZ$4,207
NZ$4,207
NZ$601 per night
includes taxes & fees
Image gallery for Charming Historic Owl House in Old Wethersfield
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming Historic Owl House in Old Wethersfield
Wethersfield, CT
8% off
Price is NZ$8,420
NZ$8,420
NZ$1,203 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 NZ$3,900
NZ$3,900
NZ$557 per night
includes taxes & fees
Image gallery for Mountaintop Horse Farm with Heated Pool
1010 out of 10 rating
Exceptional
(27 reviews)
Mountaintop Horse Farm with Heated Pool
Bloomfield, CT
8% off
Price is NZ$3,780
NZ$3,780
NZ$540 per night
includes taxes & fees
Image gallery for John Hollister home on the farm
1010 out of 10 rating
Exceptional
(8 reviews)
John Hollister home on the farm
Glastonbury, CT
16% off
Price is NZ$4,354
NZ$4,354
NZ$622 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 NZ$2,862
NZ$2,862
NZ$409 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 NZ$5,853
NZ$5,853
NZ$836 per night
includes taxes & fees
Image gallery for Cozy Ranch - Conveniently Located - Entire Home Available for Use!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy Ranch - Conveniently Located - Entire Home Available for Use!
East Granby, CT
8% off
Price is NZ$3,918
NZ$3,918
NZ$560 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 NZ$5,965
NZ$5,965
NZ$852 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 NZ$2,447
NZ$2,447
NZ$350 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 NZ$1,721
NZ$1,721
NZ$246 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 NZ$3,942
NZ$3,942
NZ$563 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house centrally located in Bristol
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Charming 2-bedroom house centrally located in Bristol
Bristol, CT
8% off
Price is NZ$1,962
NZ$1,962
NZ$280 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
(56 reviews)
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Canton, CT
8% off
Price is NZ$4,100
NZ$4,100
NZ$586 per night
includes taxes & fees
Image gallery for Cozy BoHo pet & family friendly near downtown & hospitals
8.28.2 out of 10 rating
Very good
(10 reviews)
Cozy BoHo pet & family friendly near downtown & hospitals
Hartford, CT
14% off
Price is NZ$1,558
NZ$1,558
NZ$223 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 NZ$3,558
NZ$3,558
NZ$508 per night
includes taxes & fees
Image gallery for ISLAND WATERFRONT Sleeps up to 8
9.09.0 out of 10 rating
Wonderful
(72 reviews)
ISLAND WATERFRONT Sleeps up to 8
Southwick, MA
8% off
Price is NZ$3,241
NZ$3,241
NZ$463 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 NZ$2,170
NZ$2,170
NZ$310 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 NZ$2,630
NZ$2,630
NZ$376 per night
includes taxes & fees
Image gallery for Downtown and secluded
8.48.4 out of 10 rating
Very good
(6 reviews)
Downtown and secluded
Manchester, CT
7% off
Price is NZ$2,856
NZ$2,856
NZ$408 per night
includes taxes & fees
Find spaces that suit your style
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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
72 reviews(72 reviews)
PICON COZY
Sleeps 4 · 2 bedrooms · 1 bathroom
7.67.6 out of 10
Goodgood
67 reviews(67 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)
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)
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
84 reviews(84 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