A forest with a stone wall and fallen leaves.

Wilton Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Wilton vacation rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ￥27,908
￥41,688 total
includes taxes & fees
Oct 5 - Oct 6
DUNE Fairfield Beach
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

2. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥45,171
￥51,947 total
includes taxes & fees
Oct 29 - Oct 30
Guesthouse at Norwalk Inn
A modern living room with a flat-screen TV mounted on the wall, a round coffee table, and a sofa.

3. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is ￥20,604
￥38,636 total
includes taxes & fees
Sep 29 - Sep 30
Spacious Studio with Pool Table
A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

4. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is ￥36,804
￥63,872 total
includes taxes & fees
Sep 29 - Sep 30
Gilded Age Luxury Surrounded by Nature
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

5. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (185 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥24,284
￥27,927 total
includes taxes & fees
Sep 30 - Oct 1
Stamford Suites
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

6. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is ￥22,019
￥35,702 total
includes taxes & fees
Sep 29 - Sep 30
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

7. 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, Exceptional, (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 ￥41,899
￥98,260 total
includes taxes & fees
Sep 29 - Sep 30
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is ￥19,786
￥58,614 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Designer 2 bedroom+office/3bed vacation home.
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

9. 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, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is ￥24,772
￥49,721 total
includes taxes & fees
Sep 30 - Oct 1
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

10. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (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 ￥22,648
￥62,062 total
includes taxes & fees
Oct 2 - Oct 3
Modern Luxe 1BR Apt in Downtown Stamford
A campfire with a wooden table and benches by a lake.

11. 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, Exceptional, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is ￥25,479
￥46,916 total
includes taxes & fees
Oct 6 - Oct 7
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

12. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is ￥31,566
￥84,068 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

13. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is ￥21,204
￥50,139 total
includes taxes & fees
Sep 29 - Sep 30
Modern 2 Bed in BlackRock
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

14. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is ￥32,982
￥85,696 total
includes taxes & fees
Sep 30 - Oct 1
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern living room with a sofa, a coffee table, and a bar stool.

15. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is ￥22,648
￥47,278 total
includes taxes & fees
Oct 4 - Oct 5
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

16. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is ￥24,772
￥40,678 total
includes taxes & fees
Oct 4 - Oct 5
Centric property close to all the great things in the city
A corner seating area with two chairs and a table, a patterned rug, and a wooden railing.

17. 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, Exceptional, (1 review)
"Great "
United States
Ricky W.
The price is ￥47,027
￥57,227 total
includes taxes & fees
Oct 25 - Oct 26
King Bedroom Studio - Victorian Guest House Studio - Luxury Apartment
A covered outdoor seating area with wicker sofas, a fire pit, and string lights.

18. Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Tunxis Hill
10.0 out of 10, Exceptional, (2 reviews)
"Host was attentive and the space was comfortable and exactly what we needed"
United States
Parker M.
The price is ￥27,131
￥56,052 total
includes taxes & fees
Sep 29 - Sep 30
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
A modern kitchen with white cabinetry, a granite countertop, and a built-in island with bar stools.

19. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
7.4 out of 10, Good, (3 reviews)
"Our host forgot we were coming, did not have check-in instructions or access, and did not respond to message or phone call. We had reserved this property to move my daughter across the country and into her dorm in college. Needless to say, an already stressful time was made more stressful as we had to find somewhere new to stay that evening that did not offer the same amenities we had planned on. Very disappointed and made for a rough start to our trip. I was pleased we received a full refund."
United States
Sarah K.
The price is ￥21,233
￥44,746 total
includes taxes & fees
Sep 29 - Sep 30
Zen, Spacious & Comfy 2 bed, Lux beds
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

20. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is ￥46,869
￥105,838 total
includes taxes & fees
Oct 25 - Oct 26
Renovated Retreat with Heated Pool
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

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Very nice stay!"
Charlotte 1-night trip
Posted 1 hour ago
Hyatt Regency Greenwich

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 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?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of Wilton offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Wilton?

Choose from 5 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.