Wilton Holiday Rentals

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Wilton holiday rentals

Fridge, microwave, oven, stovetop
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"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 HK$824
HK$2,264 total
includes taxes & fees
11 Jan - 12 Jan
Renovated 2BR Retreat / Modern Comforts Included
Pool
Business or Weekend escape

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$662
HK$1,141 total
includes taxes & fees
1 Feb - 2 Feb
Business or Weekend escape
2 bedrooms, iron/ironing board, travel cot, WiFi
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

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)
"It was clean "
United States
Burton
The price is HK$824
HK$2,264 total
includes taxes & fees
9 Jan - 10 Jan
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
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,

Holiday 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)
"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 HK$934
HK$1,532 total
includes taxes & fees
11 Jan - 12 Jan
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Interior
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (4)
"Nice little spot with a great host."
United States
J M.
The price is HK$1,004
HK$1,685 total
includes taxes & fees
20 Jan - 21 Jan
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Outdoor dining
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Apartment in Southbury

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$885
HK$1,487 total
includes taxes & fees
20 Jan - 21 Jan
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Terrace/patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Apartment in Tunxis Hill

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1)
"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 HK$967
HK$2,459 total
includes taxes & fees
27 Jan - 28 Jan
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
TV, fireplace, books
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Holiday Home in Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
2.0 star property
The price is HK$722
HK$3,025 total
includes taxes & fees
9 Jan - 10 Jan
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is HK$779
HK$2,051 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Dining
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Holiday Home in Fairfield

Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (11)
"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 HK$1,386
HK$3,740 total
includes taxes & fees
26 Jan - 27 Jan
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Holiday Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (24)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is HK$999
HK$2,059 total
includes taxes & fees
12 Jan - 13 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in West End - West Side

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,144
HK$2,872 total
includes taxes & fees
1 Feb - 2 Feb
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Fridge, microwave, stovetop, cookware/dishes/utensils
Zen, Spacious & Comfy 2 bed, Lux beds

Apartment in Brooklawn - St. Vincent

Zen, Spacious & Comfy 2 bed, Lux beds
The price is HK$1,191
HK$2,499 total
includes taxes & fees
12 Jan - 13 Jan
Zen, Spacious & Comfy 2 bed, Lux beds
Interior
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"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 HK$1,240
HK$3,357 total
includes taxes & fees
2 Feb - 3 Feb
Luxury Designer 2 bedroom+office/3bed vacation home.
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 HK$1,296
HK$2,763 total
includes taxes & fees
11 Jan - 12 Jan
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop
Marine Theme - 4 BR - Backyard - Fire pit

Holiday Home in North End

Marine Theme - 4 BR - Backyard - Fire pit
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 HK$1,336
HK$3,349 total
includes taxes & fees
12 Jan - 13 Jan
Marine Theme - 4 BR - Backyard - Fire pit
Smart TV
Centric property close to all the great things in the city

Holiday Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14)
"The host is very attentive and check in was very easy. The issue we have with this property is the location which is not in the control of the host. The property was basic and clean. As another review states, if you know the neighborhood then you know what to expect. So, if someone does not know the neighborhood, check Google Earth to see more of the surrounding streets and buildings. In addition, the listing says "Parking on site" but the only parking was the street. We did not stay and found...
United States
Sarah M.
The price is HK$1,226
HK$2,315 total
includes taxes & fees
12 Jan - 13 Jan
Centric property close to all the great things in the city
Beach
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Holiday Home in Fairfield

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (24)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is HK$1,386
HK$3,737 total
includes taxes & fees
11 Jan - 12 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Dining
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Holiday Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (17)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is HK$1,472
HK$3,724 total
includes taxes & fees
11 Jan - 12 Jan
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
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

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

10/10 Excellent
","
Charles 1-night trip
Posted 10 hours ago
Hotel Zero Degrees Danbury

Find out more about Wilton

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

  • View our selection of featured holiday rentals in Wilton
  • Use the map to find apartments and other holiday homes in the Wilton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wilton while they last

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

Frequently asked questions

Can I find holiday rentals in Wilton?

Yes, there are holiday rentals close to the most popular sights in Wilton, or you can select a more secluded option if you're looking for a relaxing stay. Wilton is known for its lake views and football matches.

What are some of the best holiday rentals that Wilton has to offer?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Wilton 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 holiday rentals are there in Wilton?

Choose from 4 Expedia holiday rentals in Wilton for a memorable holiday.

What’s there to see and do in Wilton?

Cultural attractions include Wilton Historical Society, whereas Weir Farm National Historic Site is a spot to enjoy nature. Gateway Shopping Center and Lucius Pond Ordway / Devil's Den Preserve are a couple of places you'll find in the wider area.

What’s a holiday rental in Wilton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wilton. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.