Search Vacation Homes in Wilton

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Wilton vacation homes

Interior
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)
"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 AED 441
AED 723 total
includes taxes & fees
10 Dec - 11 Dec
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Dining tables
The ARLO - Walk to Brewery and Restaurants

The ARLO - Walk to Brewery and Restaurants

Milford
9.4 out of 10, Exceptional, (3)
"Very nice house....loved the front enclosed porch, and the kitchen was amazing with everything we needed. The deck with the Blackstone Grill was a great place to sit and relax. We enjoyed many of the nearby restaurants too. Matt and Jess were great hosts!J&J, Mooresville, NC"
United States
Jena
The price is AED 496
AED 1,340 total
includes taxes & fees
10 Dec - 11 Dec
The ARLO - Walk to Brewery and Restaurants
Pool
Business or Weekend escape

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AED 312
AED 538 total
includes taxes & fees
1 Jan - 2 January 2026
Business or Weekend escape
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

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

Greenwich
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AED 471
AED 979 total
includes taxes & fees
11 Dec - 12 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Outdoor dining
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, (22)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is AED 702
AED 1,786 total
includes taxes & fees
10 Dec - 11 Dec
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Fridge, microwave, oven, stovetop
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)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
The price is AED 713
AED 1,841 total
includes taxes & fees
16 Dec - 17 Dec
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Front of property
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5.0 star property
North End
The price is AED 3,108
AED 4,860 total
includes taxes & fees
10 Dec - 11 Dec
Beechmont - Perfect for Family Retreat!
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

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

2.0 star property
Shelton
The price is AED 336
AED 1,422 total
includes taxes & fees
10 Dec - 11 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Property grounds
#37 - Luxury Collection

#37 - Luxury Collection

2.0 star property
Stratford
8.0 out of 10, Very Good, (4)
"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "
United States
Sarah T.
The price is AED 546
AED 1,425 total
includes taxes & fees
15 Dec - 16 Dec
#37 - Luxury Collection
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
9.4 out of 10, Exceptional, (6)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
United States
April R.
The price is AED 3,223
AED 5,827 total
includes taxes & fees
10 Dec - 11 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
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)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is AED 592
AED 1,532 total
includes taxes & fees
16 Dec - 17 Dec
Marine Theme - 4 BR - Backyard - Fire pit
Property grounds
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Fairfield
9.4 out of 10, Exceptional, (20)
"Very nice house and location. Very good service and excellent attention."
Mexico
Armando V.
The price is AED 1,190
AED 2,726 total
includes taxes & fees
10 Dec - 11 Dec
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Carmel Hamlet
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AED 612
AED 1,304 total
includes taxes & fees
15 Dec - 16 Dec
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield
10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
The price is AED 781
AED 1,938 total
includes taxes & fees
10 Dec - 11 Dec
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Fridge, oven, stovetop, coffee/tea maker
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
7.2 out of 10, Good, (13)
"This rental was great accommodation"
United States
Alma B.
The price is AED 578
AED 1,092 total
includes taxes & fees
10 Dec - 11 Dec
Centric property close to all the great things in the city
5 bedrooms, desk, iron/ironing board, free WiFi
Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard

West End - West Side
9.6 out of 10, Exceptional, (4)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is AED 1,305
AED 2,840 total
includes taxes & fees
10 Dec - 11 Dec
Modern + Spacious 5BR/2BA Home, Renovated Backyard
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
9.8 out of 10, Exceptional, (9)
"Lovely little home in Stamford."
United States
Pat A.
The price is AED 578
AED 1,209 total
includes taxes & fees
14 Dec - 15 Dec
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Fridge, microwave, oven, stovetop
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)
"Host was very polite and communicated well throughout the stay. The property appears well maintained. There are window units but everyone was comfortable for the duration of our stay."
United States
George M.
The price is AED 1,051
AED 2,469 total
includes taxes & fees
10 Dec - 11 Dec
The B&W Haven 5BR Home with yard theater + Office
A heated pool
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit

Redding
10.0 out of 10, Exceptional, (2)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 793
AED 2,110 total
includes taxes & fees
10 Dec - 11 Dec
Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit
Terrace/patio
Cozy cute Relaxing home

Cozy cute Relaxing home

Southbury
8.8 out of 10, Excellent, (6)
"nice quiet area"
United States
Alex V.
The price is AED 661
AED 1,219 total
includes taxes & fees
20 Dec - 21 Dec
Cozy cute Relaxing home
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 Wilton Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"The hotel is beautiful. The staff is friendly, courteous and goes above & beyond to assist in any way possible. "
Karen 1-night trip
Posted 2 days ago
Sonesta White Plains Downtown