Holiday Homes in Weston

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Weston holiday homes

Exterior

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

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is AU$2,057
includes taxes & fees
3 Feb - 4 Feb
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
5 bedrooms, desk, iron/ironing board, travel cot

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

The B&W Haven 5BR Home with yard theater + Office
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is AU$967
includes taxes & fees
3 Feb - 4 Feb
The B&W Haven 5BR Home with yard theater + Office
Property grounds

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$476
includes taxes & fees
3 Feb - 4 Feb
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Pool

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$213
includes taxes & fees
1 Mar - 2 Mar
Business or Weekend escape
Property grounds

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is AU$347
includes taxes & fees
8 Feb - 9 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AU$1,577
includes taxes & fees
3 Feb - 4 Feb
Beechmont - Perfect for Family Retreat!
Beach

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fairfield
10.0 out of 10, Exceptional, (26 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is AU$684
includes taxes & fees
3 Feb - 4 Feb
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
TV, fireplace, books, offices

New Beach Home near Stamford Downtown/Shippan

New Beach Home near Stamford Downtown/Shippan
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (23 reviews)
"Great stay!"
United States
Kyra S.
The price is AU$1,228
includes taxes & fees
3 Feb - 4 Feb
New Beach Home near Stamford Downtown/Shippan
Fridge, microwave, oven, stovetop

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
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 AU$592
includes taxes & fees
11 Feb - 12 Feb
Marine Theme - 4 BR - Backyard - Fire pit
Dining

Bright Escape, Top-Rated Design, Fire pit, Near Beach

Bright Escape, Top-Rated Design, Fire pit, Near Beach
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is AU$679
includes taxes & fees
4 Feb - 5 Feb
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Interior

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 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 AU$672
includes taxes & fees
3 Feb - 4 Feb
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
Dining

Cozy 1-bedroom apartment in lovely Oxford

Cozy 1-bedroom apartment in lovely Oxford
Oxford
The price is AU$233
includes taxes & fees
3 Feb - 4 Feb
Cozy 1-bedroom apartment in lovely Oxford
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
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 AU$283
includes taxes & fees
3 Feb - 4 Feb
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Smart TV

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
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$430
includes taxes & fees
3 Feb - 4 Feb
Centric property close to all the great things in the city
Interior

Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AU$815
includes taxes & fees
4 Feb - 5 Feb
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Mike P.
The price is AU$1,081
includes taxes & fees
6 Feb - 7 Feb
Awesome Lake Home with tons of fun!
Interior

Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.

Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.
Redding
9.6 out of 10, Exceptional, (8 reviews)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is AU$927
includes taxes & fees
4 Feb - 5 Feb
Cozy Winter Retreat with Private Pond and Fireplaces in Redding, CT.
Outdoor dining

45 Minutes from NYC, Entire House near Stamford Downtown,

45 Minutes from NYC, Entire House near Stamford Downtown,
Downtown Stamford
10.0 out of 10, Exceptional, (22 reviews)
"The house was excellent in accomadations, cleanliness and location."
United States
Rene M.
The price is AU$617
includes taxes & fees
12 Feb - 13 Feb
45 Minutes from NYC, Entire House near Stamford Downtown,
TV, fireplace, books

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 AU$598
includes taxes & fees
8 Feb - 9 Feb
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Interior

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (21 reviews)
"Very communicative hosts. Spot was beautiful, and generally a very nice place to spend a weekend! "
United States
Kylie V.
The price is AU$1,535
includes taxes & fees
20 Feb - 21 Feb
Waterview House Walking Distance from Cove Beach
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

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

10/10 Excellent
"Omg. Where do I start? What impressed me the most was the welcoming staff. Upon arriving in my room, the televisions displayed a personalized welcome message with my name, which was cool. My room was magnificent! Beautiful. Modern. Very clean. Smelled wonderful!"
Whisper 2-night trip
Posted 13 hours ago
Homewood Suites by Hilton Orange New Haven

Find out more about Weston

Weston Holiday Homes information

Number of reviews
240
Accommodation
350 Holiday Homes
Lowest Price
AU$213
Highest Price
AU$2,057