Weston Vacation Rentals

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Check prices for these dates

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Mar 15 - Mar 16
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Mar 16 - Mar 17
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Mar 21 - Mar 23
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Mar 28 - Mar 30

Vacation Rentals in Weston

Adorable 1-Bedroom Cottage in Weston, CT
Fridge, microwave, oven, stovetop

Adorable 1-Bedroom Cottage in Weston, CT

10.0 out of 10, Exceptional, (36)
"Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries. "
The price is CA $280
CA $431 total
includes taxes & fees
Mar 26 - Mar 27
Adorable 1-Bedroom Cottage in Weston, CT
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is CA $253
CA $291 total
includes taxes & fees
Mar 29 - Mar 30
Stamford Suites
DUNE Fairfield Beach
Private beach nearby, sun loungers, beach umbrellas, beach towels

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (49)
"Really liked Dune. I had a great room that was on the other side from Sea Grape - bar that could be loud. I heard noting from room 31. Could walk to Post Rd and the beach. Ocean view from room. "
The price is CA $310
CA $436 total
includes taxes & fees
Mar 24 - Mar 25
DUNE Fairfield Beach
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (15)
"The apartment was amazing. It was spacious, clean, incredibly comfy bed (although it made early mornings a problem!). The check in process was really easy. I also love the fact there is a huge washer and dryer so was able to do some washing mid-stay and not have to fill my suitcase up too much. The Gym was great and not too busy so was able to use the equipment I wanted to. I had a question one evening and emailed Hyatus expecting an answer the next day and they came back with a very helpful...
Luxury Apartments by Hyatus at The Asher
Business or Weekend escape
Pool

Business or Weekend escape

9.4 out of 10, Exceptional, (32)
"Great location right around the corner from everything. Comfy and clean furniture great sense of humor with decorations on the wall overall great experience 10/10 will definitely rebook"
The price is CA $108
CA $194 total
includes taxes & fees
Mar 17 - Mar 18
Business or Weekend escape
Over Sized Colonial on Private Road.
Exterior

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (39)
"The home was spacious and provided recreation for kids with hot tub, gym, ping pong, foosball, and game. However, property was advertised as 9 bedrooms and 7 baths. My family looked forward to spreading out but 4 bedrooms with adjoining bathrooms were locked. Text host to see if he would open them but he declined. That was disappointing."
Over Sized Colonial on Private Road.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Outdoor spa tub

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

10.0 out of 10, Exceptional, (106)
"The title says it all really. The house is as well equipped as your home, superbly comfortable, has glorious views East over the lake, has space for everyone and was just a delight to stay in. Lisa is so repsonsive, thoughtful and kind, which just adds to the warmth of feeling and quality of experience. Thank you very much indeed. "
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
On the beach, sun loungers, beach towels

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (116)
"The Arts and Crafts home was more beautiful than the pictures reflected! We loved all of the details in the woodwork, hidden little corners, tons of space to spread out and wonderful places to gather together. Having recently sold our "family home" we were thrilled to find this home in which to have a mini- family reunion. The kitchen was incredibly well-stocked- from serving platters to garlic powder to paper towels...We had everything we needed. The gas fireplace created a beautiful focal...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Lakeside luxury: beautiful, relaxing 4 bedroom home
Property grounds

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (18)
"We enjoyed the lovely view of the lake and our wonderful, brisk walks in the neighborhood. The spacious and well-appointed lake home was perfect of our family with young adult children. We loved this beautiful, comfortable and entertaining home on the lake and hope to return."
Lakeside luxury: beautiful, relaxing 4 bedroom home
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Outdoor dining

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.4 out of 10, Exceptional, (9)
"We stayed here for work event and the location was perfect. Not too close, not too far away. Its snowed one evening but the driveway was not slippery at all. The house was very clean and kept in order. Plenty of room in the bedrooms and bathroom. The operational fireplace was also an added bonus. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cheerful 4 bedrooms residential house.
Fridge, microwave, dishwasher, coffee/tea maker

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (29)
"We had 8 people staying in the house. We were in town for a wedding. The house was well fitted for us. Kitchen had all the dishes we needed. Appliances all worked well. Nice walk to the sound. Neighborhood was kind of iffy but we had no problems. "
Cheerful 4 bedrooms residential house.
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Fridge, microwave, oven, stovetop

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (95)
"House is absolutely perfect! This is our second time staying and we will definitely return. So much charm and warmth. I had the best sleep that I have had in months. All the amenities you could ask for, and more. Terrific convenient location. Host goes above and beyond to make sure we are comfortable. "
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (87)
"The parking situation was a bit tricky because there was no good way to back in. Other than that, location was great - cute area! "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach nearby, beach towels

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (27)
"We loved the location and the space was great for our visit. Very clean and cozy. Would recommend and we would book again if we are ever back in the area. "
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!
On the beach, sun loungers

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (84)
"My girlfriends and mine were looking for a nice weekend getaway to unwind. The property was very clean. The basement level seemed a little more disheveled than pictured and very cold. Unfortunately we didn’t spend any time down there. The rest of the property was wonderful and spotless! Beds were comfortable."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!
Lovely 2 bdrm apt w/ parking and outdoor sitting
Fridge, microwave, oven, stovetop

Lovely 2 bdrm apt w/ parking and outdoor sitting

10.0 out of 10, Exceptional, (16)
"Great space! Spotless. Really comfortable. Nicely decorated. "
Lovely 2 bdrm apt w/ parking and outdoor sitting
New Beach Home near Stamford Downtown/Shippan
Terrace/patio

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (18)
"We were 9 adult women. There was plenty of space for us to gather as a group as well as sleep. The house is clean and in a great neighborhood. Very easy on and off to the highway to get to our conference in Darien. Highly recommend."
The price is CA $474
CA $1,085 total
includes taxes & fees
Mar 16 - Mar 17
New Beach Home near Stamford Downtown/Shippan
Guesthouse at Norwalk Inn
Studio Suite, Kitchen | Private kitchen

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
The price is CA $401
CA $461 total
includes taxes & fees
Apr 7 - Apr 8
Guesthouse at Norwalk Inn
Seabreeze at the beach west beach Stamford ct.
Marina

Seabreeze at the beach west beach Stamford ct.

The price is CA $171
CA $590 total
includes taxes & fees
Mar 18 - Mar 19
Seabreeze at the beach west beach Stamford ct.
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
Outdoor pool

1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

9.4 out of 10, Exceptional, (55)
"Very cozy, spectacular views and very accomodating hosts. The kitchen is fully stocked for preparing meals at home and very near major grocery stores for food shopping"
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids
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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Other types of properties in Weston you may be interested in

EVEN Hotel Norwalk by IHG
Individually decorated, individually furnished, desk, laptop workspace

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1003)
"Very comfortable and clean "
The price is CA $193
CA $222 total
includes taxes & fees
Mar 21 - Mar 22
EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Front of property

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1583)
"Old school hotel, room was good. You get what you pay for, but it was good for what we needed. "
The price is CA $123
CA $143 total
includes taxes & fees
Mar 20 - Mar 21
Amsterdam Hotel
Hyatt Regency Greenwich
Lobby

Hyatt Regency Greenwich

4.0 star property
8.0 out of 10, Very good, (804)
"Must nicer and larger than my expectations. We were only there one night, but it's a very nice place. The $20 for self parking was obnoxious and unnecessary."
The price is CA $259
CA $297 total
includes taxes & fees
Apr 12 - Apr 13
Hyatt Regency Greenwich
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.

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?

Business or Weekend escape: This vacation home rental outside of Weston is equipped with a barbecue grill, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Weston?

Choose from 14 Expedia vacation rentals in Weston for a memorable vacation.

What’s there to see and do in Weston?

Lucius Pond Ordway / Devil's Den Preserve and Trout Brook Valley State Park Reserve are a couple of lovely local spots to get outside and enjoy nature. Westport Country Playhouse and Levitt Pavilion 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.