Wilton Holiday Rentals

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Our top choices for Wilton holiday rentals

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (79 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach

Holiday Home in Brooklawn - St. Vincent

Centric property close to all the great things in the city
7.0 out of 10, Good, (14 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$423
includes taxes & fees
6 Mar - 7 Mar
Centric property close to all the great things in the city
5.0 star property
The price is AU$1,950
includes taxes & fees
17 Mar - 18 Mar
Beechmont - Perfect for Family Retreat!
2.0 star property
The price is AU$532
includes taxes & fees
11 Mar - 12 Mar
Luxury 3BR Home Game Room Free Parking
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$468
includes taxes & fees
11 Mar - 12 Mar
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
4.0 star property
The price is AU$1,100
includes taxes & fees
7 Mar - 8 Mar
Luxury NYC Home Game Room Free Parking

Holiday Home in Brooklawn - St. Vincent

The B&W Haven 5BR Home with yard theater + Office
9.4 out of 10, Exceptional, (8 reviews)
"Lovely home with plenty of room! "
United States
David S.
The price is AU$957
includes taxes & fees
9 Mar - 10 Mar
The B&W Haven 5BR Home with yard theater + Office
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AU$380
includes taxes & fees
10 Mar - 11 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AU$502
includes taxes & fees
10 Mar - 11 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is AU$532
includes taxes & fees
17 Mar - 18 Mar
Elegant Hideaway with Free Parking

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AU$584
includes taxes & fees
6 Mar - 7 Mar
Guesthouse at Norwalk Inn

Holiday Home in West End - West Side

Modern + Spacious 5BR/2BA Home, Renovated Backyard
9.6 out of 10, Exceptional, (4 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is AU$1,074
includes taxes & fees
8 Mar - 9 Mar
Modern + Spacious 5BR/2BA Home, Renovated Backyard
10.0 out of 10, Exceptional, (30 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is AU$540
includes taxes & fees
11 Mar - 12 Mar
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Holiday Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is AU$210
includes taxes & fees
26 Mar - 27 Mar
Business or Weekend escape
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is AU$221
includes taxes & fees
17 Mar - 18 Mar
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
9.6 out of 10, Exceptional, (7 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is AU$328
includes taxes & fees
6 Mar - 7 Mar
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Holiday Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
The price is AU$1,235
includes taxes & fees
8 Mar - 9 Mar
New Beach Home near Stamford Downtown/Shippan
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$756
includes taxes & fees
19 Mar - 20 Mar
45 Minutes from NYC, Entire House near Stamford Downtown,
10.0 out of 10, Exceptional, (1 review)
"The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the visit special. Would highly recommend "
United States
Scott and Linsay T.
The price is AU$1,461
includes taxes & fees
2 Apr - 3 Apr
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
3.0 star property
The price is AU$532
includes taxes & fees
17 Mar - 18 Mar
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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

Find out more about Wilton

Everything you need to know about Wilton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wilton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wilton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wilton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wilton holiday rentals we have selected for you start as low as AU$201 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wilton rentals

At Expedia, we put the best Wilton holiday 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 holiday.

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. 

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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Wilton offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 New Canaan Library 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.