A forest with a stone wall and fallen leaves.

Wilton Vacation Rentals

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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
$235 nightly
The price is $270
Oct 5 - Oct 6
Total with taxes and fees
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
$327 nightly
The price is $376
Sep 30 - Oct 1
Total with taxes and fees
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
$226 nightly
The price is $246
Sep 28 - Sep 29
Total with taxes and fees
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
$356 nightly
The price is $406
Sep 28 - Sep 29
Total with taxes and fees
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
6.2 out of 10, (184 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
$154 nightly
The price is $178
Sep 30 - Oct 1
Total with taxes and fees
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
$200 nightly
The price is $227
Sep 28 - Sep 29
Total with taxes and fees
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.
$523 nightly
The price is $597
Sep 28 - Sep 29
Total with taxes and fees
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
$327 nightly
The price is $373
Sep 28 - Sep 29
Total with taxes and fees
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.
$278 nightly
The price is $316
Sep 30 - Oct 1
Total with taxes and fees
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.
$346 nightly
The price is $395
Oct 2 - Oct 3
Total with taxes and fees
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.
$262 nightly
The price is $298
Oct 5 - Oct 6
Total with taxes and fees
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.
$470 nightly
The price is $536
Sep 30 - Oct 1
Total with taxes and fees
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.
$280 nightly
The price is $319
Sep 28 - Sep 29
Total with taxes and fees
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.
$470 nightly
The price is $536
Sep 29 - Sep 30
Total with taxes and fees
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.
$264 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
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.
$228 nightly
The price is $259
Oct 4 - Oct 5
Total with taxes and fees
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.
$319 nightly
The price is $364
Oct 25 - Oct 26
Total with taxes and fees
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.
$313 nightly
The price is $356
Sep 28 - Sep 29
Total with taxes and fees
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.
$250 nightly
The price is $285
Sep 28 - Sep 29
Total with taxes and fees
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.
$590 nightly
The price is $673
Oct 25 - Oct 26
Total with taxes and fees
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

Motel 6 Milford, CT

Motel 6 Milford, CT

10/10 Excellent
"I was pleasantly surprised by how clean the room was during my stay. I will certainly recommend this property to others and look forward to returning in the future."
Carlos 1-night trip
Posted 11 hours ago
Motel 6 Milford, CT

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 $152 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?

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.