Wilton Vacation Rentals

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Our top choices for Wilton vacation rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
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

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is CA $145
CA $396 total
includes taxes & fees
Feb 13 - Feb 14
Renovated 2BR Retreat / Modern Comforts Included

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (52 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is CA $116
CA $200 total
includes taxes & fees
Mar 1 - Mar 2
Business or Weekend escape

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is CA $185
CA $556 total
includes taxes & fees
Feb 10 - Feb 11
Luxury Designer 2 bedroom+office/3bed vacation home.

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, (1 review)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
The price is CA $170
CA $431 total
includes taxes & fees
Feb 10 - Feb 11
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
8.0 out of 10, Very good, (1 review)
"It was clean "
United States
Burton
The price is CA $145
CA $398 total
includes taxes & fees
Feb 10 - Feb 11
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
The price is CA $167
CA $285 total
includes taxes & fees
Feb 10 - Feb 11
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay here. The rooms are clean and comfortable. The hosts are very friendly and hospitable."
United States
Joseph M.
The price is CA $146
CA $328 total
includes taxes & fees
Feb 19 - Feb 20
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (98 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is CA $178
CA $205 total
includes taxes & fees
Feb 23 - Feb 24
Stamford Suites

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful "
United States
Nolufefe Z.
The price is CA $185
CA $484 total
includes taxes & fees
Feb 10 - Feb 11
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Cozy Cottage with Fire Pit, near Beach

Cozy Cottage with Fire Pit, near Beach
Fairfield
10.0 out of 10, Exceptional, (27 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is CA $245
CA $667 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Cottage with Fire Pit, near Beach

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is CA $150
CA $376 total
includes taxes & fees
Feb 10 - Feb 11
Elegant Hideaway with Free Parking

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is CA $173
CA $282 total
includes taxes & fees
Feb 11 - Feb 12
The Perch in the Purchase -- Cozy, unique, and private

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.8 out of 10, Exceptional, (8 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is CA $199
CA $547 total
includes taxes & fees
Feb 10 - Feb 11
Marine Theme - 4 BR - Backyard - Fire pit

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is CA $342
CA $616 total
includes taxes & fees
Feb 13 - Feb 14
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is CA $212
CA $537 total
includes taxes & fees
Feb 12 - Feb 13
Seabreeze at the beach west beach Stamford ct.

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
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 CA $486
CA $559 total
includes taxes & fees
Feb 10 - Feb 11
Guesthouse at Norwalk Inn

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is CA $215
CA $454 total
includes taxes & fees
Feb 17 - Feb 18
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is CA $185
CA $379 total
includes taxes & fees
Feb 10 - Feb 11
Charming 1-bedroom apartment in Carmel with WiFi, AC

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is CA $163
CA $390 total
includes taxes & fees
Mar 2 - Mar 3
Luxury 3BR Home Game Room Free Parking
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wilton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 4 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 Caldor Shopping 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.