A forest with a stone wall and fallen leaves.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Wilton vacation homes

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

1. 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 CA $370
CA $922 total
includes taxes & fees
Nov 9 - Nov 10
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

2. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $485
CA $794 total
includes taxes & fees
Oct 29 - Oct 30
Gilded Age Luxury Surrounded by Nature
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

3. 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, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is CA $240
CA $487 total
includes taxes & fees
Nov 1 - Nov 2
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern kitchen with white cabinets, a marble island, and black bar stools.

4. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is CA $489
CA $1,086 total
includes taxes & fees
Nov 18 - Nov 19
Spacious Retreat with Game Room and Fire Pit
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

5. 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, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $272
CA $784 total
includes taxes & fees
Oct 29 - Oct 30
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

6. 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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is CA $221
CA $377 total
includes taxes & fees
Oct 29 - Oct 30
Centric property close to all the great things in the city
A swimming pool at night with blue lighting.

7. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is CA $126
CA $214 total
includes taxes & fees
Nov 1 - Nov 2
Business or Weekend escape
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

8. 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 CA $446
CA $1,042 total
includes taxes & fees
Nov 1 - Nov 2
Renovated Retreat with Heated Pool
A living room with a sofa, armchair, ottoman, and coffee table.

9. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is CA $325
CA $702 total
includes taxes & fees
Nov 9 - Nov 10
Stamford Home | Family, Work and Plenty of Parking
An outdoor seating area with a round table, a chair, and a hanging light fixture.

10. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is CA $315
CA $656 total
includes taxes & fees
Nov 2 - Nov 3
Gem by the water+ firepit and all fenced backyard
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

11. 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)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
The price is CA $360
CA $898 total
includes taxes & fees
Nov 9 - Nov 10
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

12. Elite room stay

Elite room stay
Bridgeport
The price is CA $290
CA $478 total
includes taxes & fees
Oct 30 - Oct 31
Elite room stay
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

13. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is CA $334
CA $929 total
includes taxes & fees
Nov 3 - Nov 4
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

14. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is CA $506
CA $1,108 total
includes taxes & fees
Nov 3 - Nov 4
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A modern living room with a white sofa, a glass coffee table, and a piano.

15. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 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 CA $437
CA $870 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 3BR Townhome | Garage + Near Downtown
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

16. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
The price is CA $725
CA $1,417 total
includes taxes & fees
Nov 1 - Nov 2
5BR Beach House, Water Views, Steps to Beach, Backyard
A white room with a round table, two benches, and a window with a view of houses.

17. Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (30 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
The price is CA $541
CA $1,245 total
includes taxes & fees
Nov 1 - Nov 2
Stay at Black Rock Harbor
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

18. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
6.0 out of 10, (2 reviews)
"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 CA $731
CA $1,310 total
includes taxes & fees
Oct 29 - Oct 30
4 Mi to Beach & Dtwn! Charming Fairfield Home
Open concept kitchen

19. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
The price is CA $597
CA $1,342 total
includes taxes & fees
Nov 4 - Nov 5
5BR Beach House, Game Room + Huge Backyard
A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

20. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
The price is CA $159
CA $569 total
includes taxes & fees
Nov 5 - Nov 6
Renovated Beachside Retreat
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 house White Plains

HYATT house White Plains

10/10 Excellent
"Excellent service. Rooms clean and spacious"
Sharon 1-night trip
Posted 1 hour ago
HYATT house White Plains

Find out more about Wilton

Wilton Vacation Homes information

Number of reviews
320
Accommodation
285 Vacation Homes
Lowest Price
CA $214
Highest Price
CA $1,417

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