
Holiday rentals near Webster Square Shopping Center
We found 437 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's close to Webster Square Shopping Center. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, including parking and a garden. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Webster Square Shopping Center
Showing deals for:10 Oct - 17 Oct
Image gallery for New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan

1010 out of 10 rating
Exceptional
(5 reviews)
New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
Middletown, CT
8% off
Price is AU$3,825
AU$3,825
AU$546 per night
includes taxes & fees
Image gallery for Mountaintop Horse Farm with Heated Pool

1010 out of 10 rating
Exceptional
(29 reviews)
Mountaintop Horse Farm with Heated Pool
Bloomfield, CT
8% off
Price is AU$3,482
AU$3,482
AU$497 per night
includes taxes & fees
Image gallery for Lake Front Cottage #7!

9.69.6 out of 10 rating
Exceptional
(130 reviews)
Lake Front Cottage #7!
Middlefield, CT
7% off
Price is AU$2,177
AU$2,177
AU$311 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$3,876
AU$3,876
AU$554 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 AU$8,644
AU$8,644
AU$1,235 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$3,593
AU$3,593
AU$513 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 AU$6,137
AU$6,137
AU$877 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 AU$4,940
AU$4,940
AU$706 per night
includes taxes & fees
Image gallery for NEW-Another Fun Downtown Location 1st floor

9.89.8 out of 10 rating
Exceptional
(18 reviews)
NEW-Another Fun Downtown Location 1st floor
Southington, CT
7% off
Price is AU$2,005
AU$2,005
AU$286 per night
includes taxes & fees
Image gallery for Country getaway in 2 family home, huge yard & grounds, minutes from lakes & more

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Country getaway in 2 family home, huge yard & grounds, minutes from lakes & more
East Hampton, CT
8% off
Price is AU$3,746
AU$3,746
AU$535 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$2,504
AU$2,504
AU$358 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$5,506
AU$5,506
AU$787 per night
includes taxes & fees
Image gallery for Spectacular Lakefront home with expansive decks

9.89.8 out of 10 rating
Exceptional
(56 reviews)
Spectacular Lakefront home with expansive decks
East Hampton, CT
16% off
Price is AU$3,839
AU$3,839
AU$548 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$3,777
AU$3,777
AU$540 per night
includes taxes & fees
Image gallery for Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.89.8 out of 10 rating
Exceptional
(118 reviews)
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Middle Haddam, CT
8% off
Price is AU$7,411
AU$7,411
AU$1,059 per night
includes taxes & fees
Image gallery for Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

1010 out of 10 rating
Exceptional
(7 reviews)
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown, CT
8% off
Price is AU$6,946
AU$6,946
AU$992 per night
includes taxes & fees
Image gallery for Cozy dog friendly updated house in quiet village adjacent to park

1010 out of 10 rating
Exceptional
(34 reviews)
Cozy dog friendly updated house in quiet village adjacent to park
Northford, CT
8% off
Price is AU$4,456
AU$4,456
AU$637 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$1,833
AU$1,833
AU$262 per night
includes taxes & fees
Image gallery for Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

1010 out of 10 rating
Exceptional
(5 reviews)
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire, CT
9% off
Price is AU$2,053
AU$2,053
AU$293 per night
includes taxes & fees
Image gallery for Cozy Getaway w/lots of Natural Light :) 5 mins to adventures

8.08.0 out of 10 rating
Very good
(6 reviews)
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures
Middletown, CT
8% off
Price is AU$2,025
AU$2,025
AU$289 per night
includes taxes & fees
Image gallery for Charming 2-bedroom house centrally located in Bristol

9.69.6 out of 10 rating
Exceptional
(12 reviews)
Charming 2-bedroom house centrally located in Bristol
Bristol, CT
8% off
Price is AU$1,842
AU$1,842
AU$263 per night
includes taxes & fees
Image gallery for TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX

9.89.8 out of 10 rating
Exceptional
(19 reviews)
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX
Bristol, CT
12% off
Price is AU$1,959
AU$1,959
AU$280 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$6,045
AU$6,045
AU$864 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 AU$2,665
AU$2,665
AU$381 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Webster Square Shopping Center
Spectacular Lakefront home with expansive decks
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Classic Lake House w/ private waterfront, 4 steps to water, FirePit/Kayaks/canoe
Sleeps 10 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
144 reviews(144 reviews)
Tranquil 3-bedroom house with additional full-size sofa bed in Hartford
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa
Sleeps 6 · 3 bedrooms · 1 bathroom
6.66.6 out of 10
4 reviews(4 reviews)
Mountaintop Horse Farm with Heated Pool
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
Peaceful lake cottage #2
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
36 reviews(36 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