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Wilton Vacation Rentals

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Oct 27 - Oct 28
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Oct 28 - Oct 29
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Oct 31 - Nov 2
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Nov 7 - Nov 9

Vacation Rentals in Wilton

Living area
The Mansion Hotel-style
The Mansion Hotel-style
4.5 star property
7.0 out of 10, Good, (4)
"Lovely property in a gorgeous setting. Staff were very responsive and welcoming. "
United States
Holly
$141 nightly
The price is $163
Oct 28 - Oct 29
Total with taxes and fees
The Mansion Hotel-style
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included
Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (1)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$257 nightly
The price is $291
Oct 28 - Oct 29
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Pool
Business or Weekend escape
Business or Weekend escape
9.2 out of 10, Wonderful, (50)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
$125 nightly
The price is $141
Oct 28 - Oct 29
Total with taxes and fees
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.
9.6 out of 10, Exceptional, (18)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
$169 nightly
The price is $191
Nov 2 - Nov 3
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (74)
"Loved this venue! "
United States
adriano
$232 nightly
The price is $267
Oct 28 - Oct 29
Total with taxes and fees
DUNE Fairfield Beach
Fridge, microwave, oven, stovetop
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
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
$257 nightly
The price is $291
Oct 28 - Oct 29
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Interior
Sweet Studio w/ Lounge & Pool Table
Sweet Studio w/ Lounge & Pool Table
8.8 out of 10, Excellent, (6)
"So cute and comfortable "
United States
Maria
$226 nightly
The price is $256
Oct 28 - Oct 29
Total with taxes and fees
Sweet Studio w/ Lounge & Pool Table
Fridge, microwave, oven, stovetop
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
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.
$279 nightly
The price is $316
Oct 28 - Oct 29
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$222 nightly
The price is $240
Oct 31 - Nov 1
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
1 bedroom, desk, iron/ironing board, free WiFi
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.0 out of 10, Wonderful, (6)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
United States
Chrystie
$205 nightly
The price is $232
Oct 30 - Oct 31
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
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,
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.
$174 nightly
The price is $197
Oct 28 - Oct 29
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
United States
Tessa P.
$429 nightly
The price is $486
Nov 1 - Nov 2
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Outdoor dining
Beechmont - Perfect for Family Retreat!
Beechmont - Perfect for Family Retreat!
5.0 star property
$960 nightly
The price is $1,104
Oct 29 - Oct 30
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
Interior
Charming 2-bedroom house with WiFi, AC in Fairfield
Charming 2-bedroom house with WiFi, AC in Fairfield
8.4 out of 10, Very Good, (9)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
United States
Tom F.
$307 nightly
The price is $347
Nov 7 - Nov 8
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in Fairfield
Game room
Peaceful apartment on 3.5 acres w/ artist studio.
Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (19)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
$172 nightly
The price is $195
Oct 30 - Oct 31
Total with taxes and fees
Peaceful apartment on 3.5 acres w/ artist studio.
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (1)
"Wonderful "
United States
Nolufefe Z.
$319 nightly
The price is $361
Oct 28 - Oct 29
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Fridge, microwave, oven, stovetop
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Bright Escape, Top-Rated Design, Fire pit, Near Beach
10.0 out of 10, Exceptional, (10)
"Convenient to everything. Lovely place to stay."
United States
Tami S.
$497 nightly
The price is $575
Nov 4 - Nov 5
Total with taxes and fees
Bright Escape, Top-Rated Design, Fire pit, Near Beach
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
10.0 out of 10, Exceptional, (5)
"Lovely little home in Stamford."
United States
Pat A.
$295 nightly
The price is $333
Nov 3 - Nov 4
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds
The Hideaway
The Hideaway
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
$292 nightly
The price is $316
Oct 28 - Oct 29
Total with taxes and fees
The Hideaway
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

The Watershed

The Watershed

10/10 Excellent
"Great comfortable & clean option & very easy to get to"
Cameron 1-night trip
Posted 1 day ago
The Watershed

Find out more about Wilton

Everything you need to know about Wilton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wilton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wilton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wilton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wilton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wilton rentals

At Expedia, we put the best Wilton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wilton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wilton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wilton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wilton?

Yes, there are vacation rentals near the most popular attractions in Wilton, or you can select a secluded option if you're looking for a relaxing stay. Wilton is known for its lake views and soccer matches.

What's the top vacation rental that Wilton has to offer?

Beechmont - Perfect for Family Retreat!: This vacation home rental outside Wilton is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

How many vacation rentals are there in Wilton?

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

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 Silvermine Arts Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Wilton like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Wilton. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.