A calm lake surrounded by dense forest and a cloudy sky.

Holiday Homes in Weston

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Our top choices for Weston holiday homes

1. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.2 out of 10, Good, (15 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is NZ$455
includes taxes & fees
10 Aug - 11 Aug
Centric property close to all the great things in the city

2. Elite room stay

Elite room stay
Bridgeport
The price is NZ$577
includes taxes & fees
4 Aug - 5 Aug
Elite room stay

3. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (58 reviews)
"I love the layout of this apt. Perfect for 2 to 3 people, it was clean and nothing out of place. The host was great and communicated well. I will be looking for this place again next year."
United States
Shamel
The price is NZ$249
includes taxes & fees
5 Aug - 6 Aug
Business or Weekend escape

4. Spacious Family Home

Spacious Family Home
Westport
10.0 out of 10, Exceptional, (1 review)
"We had a getaway weekend for a close friend group from college. This location could not have been better! We had everything we needed. Four bedrooms and three full bathrooms and across the street, a bakery, pizza place, fantastically stocked market, and a nice restaurant! A short drive allowed us to enjoy shopping and more food choices, as well as giving our Manhattan friend easy access to the train. Really could not have been a better place for us. Communication with the host was timely,...
United States
Laura B.
The price is NZ$1,516
includes taxes & fees
25 Aug - 26 Aug
Spacious Family Home

5. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (38 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is NZ$1,129
includes taxes & fees
1 Sept - 2 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

6. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is NZ$1,184
includes taxes & fees
4 Aug - 5 Aug
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

7. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (17 reviews)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is NZ$1,265
includes taxes & fees
18 Aug - 19 Aug
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

8. 5 minute walk to beach, walk to town & train

5 minute walk to beach, walk to town & train
Fairfield Beach
10.0 out of 10, Exceptional, (26 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is NZ$1,565
includes taxes & fees
23 Aug - 24 Aug
5 minute walk to beach, walk to town & train

9. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
4 Mi to Beach & Dtwn! Charming Fairfield Home

10. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
The price is NZ$1,471
includes taxes & fees
5 Aug - 6 Aug
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

11. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is NZ$1,315
includes taxes & fees
4 Aug - 5 Aug
Spacious Retreat with Game Room and Fire Pit

12. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (17 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is NZ$712
includes taxes & fees
9 Aug - 10 Aug
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

13. The B&W Haven 5BR Home with yard theater + Office

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
8.8 out of 10, Excellent, (10 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is NZ$1,295
includes taxes & fees
4 Aug - 5 Aug
The B&W Haven 5BR Home with yard theater + Office

14. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is NZ$818
includes taxes & fees
4 Aug - 5 Aug
Cozy 1-bedroom house in welcoming Bridgeport

15. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NZ$1,819
includes taxes & fees
4 Aug - 5 Aug
Beechmont - Perfect for Family Retreat!

16. Stareway to Heaven Su

Stareway to Heaven Su
Fairfield Beach
10.0 out of 10, Exceptional, (22 reviews)
"We had such a great 6-night stay here with our family—everyone loved it. The place was super clean, really comfortable, and the rooftop deck was amazing with great views. It’s also a quick walk to the beach, and Fairfield is such a charming town—we’d definitely stay here again."
United States
Sam S.
Stareway to Heaven Su

17. Stylish Beach Home near Stamford Downtown/Beach

Stylish Beach Home near Stamford Downtown/Beach
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
United States
Erin D.
The price is NZ$2,228
includes taxes & fees
5 Aug - 6 Aug
Stylish Beach Home near Stamford Downtown/Beach

18. Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
8.4 out of 10, Very good, (7 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is NZ$870
includes taxes & fees
4 Aug - 5 Aug
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

19. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (8 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is NZ$1,246
includes taxes & fees
7 Aug - 8 Aug
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

20. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is NZ$2,145
includes taxes & fees
4 Aug - 5 Aug
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Weston Hotel Reviews

Find out more about Weston

Weston Holiday Homes information

Number of reviews
277
Accommodation
334 Holiday Homes
Lowest Price
NZ$249
Highest Price
NZ$2,228