Weston Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Weston vacation rentals

Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥15,977
￥42,656 total
includes taxes & fees
Feb 8 - Feb 9
Private Apartment in Southbury 103
Exterior

Apartment in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,553
￥19,900 total
includes taxes & fees
Feb 20 - Feb 21
Cozy One Bedroom Apartment Centrally Located in Southbury
Fridge, microwave, oven, stovetop

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is ￥16,772
￥44,327 total
includes taxes & fees
Jan 23 - Jan 24
Renovated 2BR Retreat / Modern Comforts Included
Interior

Apartment in Southbury

Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥16,768
￥43,724 total
includes taxes & fees
Feb 8 - Feb 9
Private Apartment in Southbury 101
Interior

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
The price is ￥19,650
￥33,215 total
includes taxes & fees
Jan 28 - Jan 29
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Property grounds

Vacation Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is ￥21,251
￥43,456 total
includes taxes & fees
Feb 21 - Feb 22
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 102
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is ￥16,798
￥43,643 total
includes taxes & fees
Jan 25 - Jan 26
Private Apartment in Southbury 102
Interior

Apartment in Milford

Beach Apartment in Woodmont Milford
2.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay!"
United States
Garry G.
The price is ￥20,284
￥60,329 total
includes taxes & fees
Jan 28 - Jan 29
Beach Apartment in Woodmont Milford
Classic Suite | Iron/ironing board, free WiFi, bed sheets

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

Vacation Home in Shelton

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is ￥18,983
￥31,132 total
includes taxes & fees
Feb 22 - Feb 23
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Dining

Vacation Home in Oxford

Cozy 1-bedroom apartment in lovely Oxford
The price is ￥17,717
￥25,358 total
includes taxes & fees
Jan 23 - Jan 24
Cozy 1-bedroom apartment in lovely Oxford
Outdoor dining

Apartment in Southbury

The Perch in the Purchase -- Cozy, unique, and private
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥20,024
￥32,733 total
includes taxes & fees
Feb 2 - Feb 3
The Perch in the Purchase -- Cozy, unique, and private
TV, fireplace, books

Vacation Home in Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
The price is ￥19,988
￥66,984 total
includes taxes & fees
Feb 1 - Feb 2
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Pool

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥13,446
￥23,175 total
includes taxes & fees
Feb 14 - Feb 15
Business or Weekend escape
2 bedrooms, iron/ironing board, travel crib, WiFi

Apartment in Brooklawn - St. Vincent

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very Good, (1 review)
"It was clean "
United States
Burton
The price is ￥16,772
￥45,753 total
includes taxes & fees
Jan 23 - Jan 24
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Terrace/patio

Apartment in Tunxis Hill

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1 review)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is ￥19,682
￥50,050 total
includes taxes & fees
Jan 24 - Jan 25
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Interior

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is ￥19,936
￥61,910 total
includes taxes & fees
Jan 23 - Jan 24
Luxury Designer 2 bedroom+office/3bed vacation home.
Fridge, microwave, oven, stovetop

Vacation Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is ￥24,864
￥65,161 total
includes taxes & fees
Jan 25 - Jan 26
Marine Theme - 4 BR - Backyard - Fire pit
TV, offices

Apartment in Milford

Beach Apartment in Woodmont Milford 102
2.0 star property
The price is ￥16,798
￥55,370 total
includes taxes & fees
Jan 26 - Jan 27
Beach Apartment in Woodmont Milford 102
Property grounds

Vacation Home in Waterside

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is ￥24,959
￥52,633 total
includes taxes & fees
Jan 25 - Jan 26
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

10/10 Excellent
"Clean, cozy fireplaces & rules for kids in the pool area that were enforced- love it!"
Moira 1-night trip
Posted 3 days ago
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Find out more about Weston

Search for holiday rentals in Weston on Expedia! You can easily find your home rentals, villas, holiday apartments in Weston using one of the methods below:

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Look no further and take a look at our great range of rental properties in Weston!

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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This vacation home rental outside of Weston is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.