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

Weston Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Weston vacation rentals

3 bedrooms, iron/ironing board, WiFi (free)

1. Dream Vacation Home

Dream Vacation Home
Derby
The price is AED 592
AED 998 total
includes taxes & fees
6 Sep - 7 Sep
Dream Vacation Home
Dining

2. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AED 926
AED 1,652 total
includes taxes & fees
2 Sep - 3 Sep
Gilded Age Luxury Surrounded by Nature
Private kitchen

3. 4 BR VILLA, celebration welcome, No Cleaning fee

4 BR VILLA, celebration welcome, No Cleaning fee
West Norwalk
The price is AED 1,653
AED 2,125 total
includes taxes & fees
16 Aug - 17 Aug
4 BR VILLA, celebration welcome, No Cleaning fee
TV, stereo

4. Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
The price is AED 1,475
AED 2,191 total
includes taxes & fees
15 Aug - 16 Aug
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Exterior

5. Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC

Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Newtown
10.0 out of 10, Exceptional, (1 review)
"What a beautiful, cozy and super well kept place. We absolutely enjoyed our stay and the place had everything we needed. My favorite part was sitting on the back deck watching the boats go by. So peaceful. The place is super close to a cute town which we didn’t have time to explore but we will be back!"
United States
Linsey B.
The price is AED 625
AED 1,071 total
includes taxes & fees
12 Aug - 13 Aug
Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

6. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (103 reviews)
"Staff is excellent very clean and comfortable. Nice pla e with great beach access!"
United States
Stacie
The price is AED 697
AED 1,026 total
includes taxes & fees
24 Aug - 25 Aug
DUNE Fairfield Beach
Standard Room, 1 King Bed, Main Building | Property entrance

7. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is AED 1,319
AED 1,516 total
includes taxes & fees
9 Aug - 10 Aug
Guesthouse at Norwalk Inn
Private kitchen

8. 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 AED 1,653
AED 3,295 total
includes taxes & fees
25 Aug - 26 Aug
Spacious Family Home
Smart TV

9. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is AED 1,392
AED 2,951 total
includes taxes & fees
2 Sep - 3 Sep
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
Front of property

10. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AED 2,243
AED 3,865 total
includes taxes & fees
9 Aug - 10 Aug
Beechmont - Perfect for Family Retreat!
Smart TV, fireplace, books, stereo

11. 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 AED 1,269
AED 2,832 total
includes taxes & fees
9 Aug - 10 Aug
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Exterior

12. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (152 reviews)
"The front desk gentleman that checked us in was excellent!!"
United States
Selena
The price is AED 517
AED 595 total
includes taxes & fees
16 Aug - 17 Aug
Stamford Suites
1 bedroom, desk, iron/ironing board, WiFi (free)

13. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (14 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is AED 514
AED 845 total
includes taxes & fees
9 Aug - 10 Aug
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
1 bedroom, desk, WiFi, bed sheets

14. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is AED 573
AED 1,045 total
includes taxes & fees
9 Aug - 10 Aug
Spacious Studio with Pool Table
Dining

15. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great "
United States
Ricky W.
The price is AED 1,208
AED 1,544 total
includes taxes & fees
23 Aug - 24 Aug
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Exterior

16. 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 AED 2,337
AED 4,544 total
includes taxes & fees
11 Aug - 12 Aug
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Beach nearby, sun loungers, beach towels

17. 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 AED 1,010
AED 2,494 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Coffee/tea maker, fridge, microwave, oven

18. 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 AED 1,477
AED 3,104 total
includes taxes & fees
27 Aug - 28 Aug
Spacious Retreat with Game Room and Fire Pit
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

19. 2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is AED 661
AED 852 total
includes taxes & fees
11 Aug - 12 Aug
2-bedroom apartmet No cleaning Fee
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

La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"Property was under renovation Construction"
Luis 3-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

Frequently asked questions

Can I find a vacation rental in Weston?

Yes, there are vacation rentals close to well known attractions in Weston, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Weston has to offer?

Charming Home in Seaside: This vacation home rental outside of Weston is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Weston?

Choose from 13 Expedia vacation rentals in Weston for a memorable vacation.

What’s there to see and do in Weston?

While exploring the area, visit family-friendly sights like Norwalk Maritime Aquarium, or get outside and enjoy nature at Lucius Pond Ordway / Devil's Den Preserve. Trout Brook Valley State Park Reserve and Wilton Historical Society are a couple of places you'll find in the larger area.

What’s a vacation rental in Weston like?

Vacation rentals are private properties you can reserve for a short or long stay in Weston. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for families.