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Wilton Holiday Rentals

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Our top choices for Wilton holiday rentals

1. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, 42, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is AU$351
includes taxes & fees
17 Sept - 18 Sept
Guesthouse at Norwalk Inn

2. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, 113, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is AU$370
includes taxes & fees
16 Sept - 17 Sept
DUNE Fairfield Beach

3. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, 176, (176 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is AU$255
includes taxes & fees
21 Sept - 22 Sept
Stamford Suites

4. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, 2, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is AU$1,187
includes taxes & fees
14 Oct - 15 Oct
Spacious Retreat with Game Room and Fire Pit

5. King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
Historic District
10.0 out of 10, 1, (1 review)
"Great "
United States
Ricky W.
The price is AU$593
includes taxes & fees
4 Oct - 5 Oct
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment

6. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, 15, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is AU$973
includes taxes & fees
16 Sept - 17 Sept
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

7. Nama-stay, sweet pink Saugatuck Shores beach cottage

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.2 out of 10, 17, (17 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
The price is AU$912
includes taxes & fees
23 Sept - 24 Sept
Nama-stay, sweet pink Saugatuck Shores beach cottage

8. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AU$585
includes taxes & fees
29 Sept - 30 Sept
Gilded Age Luxury Surrounded by Nature

9. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, 7, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is AU$353
includes taxes & fees
16 Sept - 17 Sept
Spacious Studio with Pool Table

10. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, 8, (8 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$1,148
includes taxes & fees
22 Sept - 23 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

11. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, 26, (26 reviews)
"Great stay!"
United States
Kyra S.
The price is AU$1,546
includes taxes & fees
16 Sept - 17 Sept
5BR Beach House, Game Room + Huge Backyard

12. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, 5, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is AU$570
includes taxes & fees
17 Sept - 18 Sept
Modern Luxe 1BR Apt in Downtown Stamford

13. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AU$2,089
includes taxes & fees
17 Sept - 18 Sept
Beechmont - Perfect for Family Retreat!

14. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is AU$1,045
includes taxes & fees
16 Sept - 17 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home

15. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, 31, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is AU$1,310
includes taxes & fees
14 Oct - 15 Oct
5BR Beach House, Water Views, Game Room, Backyard

16. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, 27, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is AU$530
includes taxes & fees
16 Sept - 17 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.

17. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, 42, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is AU$478
includes taxes & fees
4 Oct - 5 Oct
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

18. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, 3, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AU$1,076
includes taxes & fees
17 Sept - 18 Sept
Renovated Retreat with Heated Pool

19. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, 9, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is AU$901
includes taxes & fees
28 Sept - 29 Sept
Spacious Stamford Home | Family, Work, Parking

20. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, 1, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is AU$1,053
includes taxes & fees
16 Sept - 17 Sept
4 Mi to Beach & Dtwn! Charming Fairfield 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

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$215 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 5 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.