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Compare 389 Vacation Homes in Wilton with updated reviews, rates, and availability.

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

10.0 out of 10, Exceptional, (98)
"Very convenient and plenty of room. Easy to get to NY from Stamford train station and everything we needed nearby."
Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Business or Weekend escape

9.6 out of 10, Exceptional, (37)
"Very nice owner with great communication. "
The price is AED 275
AED 496 total
includes taxes & fees
8 Jun - 9 Jun
Business or Weekend escape

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

The price is AED 643
AED 898 total
includes taxes & fees
9 Jun - 10 Jun
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.6 out of 10, Exceptional, (5)
"Very nice place close to the beach and nice restaurant. The host was very nice and did a very good banana cake."
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (41)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Lakeside luxury: beautiful, relaxing 4 bedroom home

10.0 out of 10, Exceptional, (22)
"This property was perfect for our weekend trip to celebrate my nieces family/birthday weekend at Fairfield"
Lakeside luxury: beautiful, relaxing 4 bedroom home

Beautiful Pound Ridge with a pool

Beautiful Pound Ridge with a pool

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (2)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (28)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. "
3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more

Bright Milford Beach House w/ Outdoor Shower

9.2 out of 10, Wonderful, (10)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower

Cottage at Sunny Day- Lakeside, views, kayak, dock

9.8 out of 10, Exceptional, (38)
"Great place magnificent views. It’s a very peaceful place"
Cottage at Sunny Day- Lakeside, views, kayak, dock

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

9.8 out of 10, Exceptional, (7)
"5 Star stay!"
The price is AED 551
AED 1,388 total
includes taxes & fees
5 Jun - 6 Jun
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

Quaint duplex with private yard. Walk to beach, dining, & shopping!

10.0 out of 10, Exceptional, (40)
"The unit is just as described, and the owner is very, friendly and responsive would definitely stay here again"
Quaint duplex with private yard. Walk to beach, dining, & shopping!

Akasa Ocean Front Oasis- Seasonal Pool, Grill

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with a bunch of space and great amenities and location. "
Akasa Ocean Front Oasis- Seasonal Pool, Grill

Lake house cozy to relax with a family. 6 bedroom very spacious house.

10.0 out of 10, Exceptional, (1)
"Perfect setting for our family as we celebrated a college graduation locally. Great location. Home has many amenities and you cannot beat lake living! Trying to think about a reason we can return. ;-)"
Lake house cozy to relax with a family. 6 bedroom very spacious house.

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (23)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Breathtaking Waterfront house

9.4 out of 10, Exceptional, (3)
"Fun property, kitchen needs a little organizing, And instructions for tv and remotes would be helpful"
Breathtaking Waterfront house

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"We had a wonderful vacation with our grandchildren and family. The children lived in the water if not kayaking or water boards they were fishing!! Rainy days puzzles were our entertainment the summer house provided everything one wanted or needed. It was a very delightful vacation"
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

Historic Connecticut Home w/ Grill & Spacious Yard

10.0 out of 10, Exceptional, (9)
"Very well appointed (Boll & Branch sheets so nice). Great communication from owners. "
Historic Connecticut Home w/ Grill & Spacious Yard
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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