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

Holiday Homes in Weston

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Weston holiday homes

2 bedrooms, iron/ironing board, WiFi, bed sheets

1. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is NZ$745
includes taxes & fees
29 Sept - 30 Sept
Gilded Age Luxury Surrounded by Nature
Beach nearby, sun-loungers, beach towels

2. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is NZ$1,089
includes taxes & fees
20 Sept - 21 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Smart TV

3. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$468
includes taxes & fees
21 Sept - 22 Sept
Centric property close to all the great things in the city
Private kitchen

4. Elite room stay

Elite room stay
Bridgeport
The price is NZ$592
includes taxes & fees
29 Sept - 30 Sept
Elite room stay
Pool

5. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$252
includes taxes & fees
19 Oct - 20 Oct
Business or Weekend escape
Coffee/tea maker, fridge, microwave, oven

6. 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, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is NZ$1,113
includes taxes & fees
20 Sept - 21 Sept
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Smart TV, fireplace, books, stereo

7. 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)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is NZ$1,154
includes taxes & fees
19 Oct - 20 Oct
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Property grounds

8. 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, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is NZ$593
includes taxes & fees
20 Sept - 21 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

9. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is NZ$577
includes taxes & fees
5 Oct - 6 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Interior

10. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is NZ$1,271
includes taxes & fees
19 Oct - 20 Oct
4 Mi to Beach & Dtwn! Charming Fairfield Home
Coffee/tea maker, fridge, microwave, oven

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$1,390
includes taxes & fees
24 Sept - 25 Sept
Spacious Retreat with Game Room and Fire Pit
Coffee/tea maker, fridge, microwave, oven

12. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is NZ$1,338
includes taxes & fees
12 Oct - 13 Oct
Renovated Retreat with Heated Pool
Coffee/tea maker, fridge, microwave, oven

13. 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 house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is NZ$1,647
includes taxes & fees
21 Sept - 22 Sept
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
TV, books

14. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is NZ$820
includes taxes & fees
20 Sept - 21 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Exterior

15. 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$2,200
includes taxes & fees
5 Oct - 6 Oct
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
1 bedroom, iron/ironing board, WiFi, bed sheets

16. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is NZ$833
includes taxes & fees
19 Sept - 20 Sept
Cozy 1-bedroom house in welcoming Bridgeport
Interior

17. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is NZ$1,456
includes taxes & fees
21 Sept - 22 Sept
5BR Beach House, Water Views, Game Room, Backyard
TV

18. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is NZ$1,009
includes taxes & fees
21 Sept - 22 Sept
Spacious Stamford Home | Family, Work, Parking
Front of property

19. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is NZ$2,617
includes taxes & fees
20 Sept - 21 Sept
Beechmont - Perfect for Family Retreat!
TV

20. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is NZ$1,275
includes taxes & fees
22 Sept - 23 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
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

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

10/10 Excellent
"Great location and very uptodate facility. Friendly efficient staff."
Harry 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Stamford

Find out more about Weston

Weston Holiday Homes information

Number of reviews
269
Accommodation
296 Holiday Homes
Lowest Price
NZ$252
Highest Price
NZ$2,617