182+ Private Villas and Holiday Rentals in Wilton |
Wilton Holiday Rentals
House
10.0Exceptional
(41 Reviews)
6 Bedrooms
5 Baths
10 Guests
4500 ft²
Private Pool
Hot Tub
Fireplace/Heating
Pool
د.إ.6,462/Night
7 Nights - د.إ.45,234
House
- New York
- ·
- South Salem
- 0.99 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
6 Guests
947.22 ft²
Oceanfront- Fireplace/Heating
Ocean View
View
د.إ.1,172/Night
7 Nights - د.إ.8,201
Bed & Breakfast
- Danbury
- ·
- Ridgefield
- 1.99 mi to center
9.8Exceptional
(54 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Balcony/Terrace
Breakfast
Kitchen
د.إ.1,578/Night
7 Nights - د.إ.11,051
House
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
د.إ.1,985/Night
7 Nights - د.إ.13,897
Apartment
5.5Average
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
247.57 ft²
- Pet Friendly
Parking
Air Conditioner
Internet
د.إ.755/Night
7 Nights - د.إ.5,285
Cottage
- Connecticut
- ·
- Weston
- 2.26 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.1,626/Night
7 Nights - د.إ.11,381
Cottage
- Stamford
- ·
- New Canaan
- 1.82 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,896/Night
7 Nights - د.إ.13,272
House
- Connecticut
- ·
- Weston
- 0.66 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
7 Guests
3100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.2,273/Night
7 Nights - د.إ.15,913
House
10.0Exceptional
(1 Review)
9 Bedrooms
8 Baths
15 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.5,575/Night
7 Nights - د.إ.39,024
Luxury Holiday Rentals in Wilton
Over 173+ Luxury Holiday Rentals in or Near Wilton
House
5 Bedrooms
6 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
د.إ.10,699/Night
7 Nights - د.إ.74,890
House
5 Bedrooms
4 Baths
13 Guests
4750 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.7,774/Night
7 Nights - د.إ.54,415
House
6 Bedrooms
5 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
د.إ.7,560/Night
7 Nights - د.إ.52,921
House
6 Bedrooms
6 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.7,391/Night
7 Nights - د.إ.51,738
House
- Stamford
- ·
- New Canaan
- 1.62 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
4 Baths
15 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.6,581/Night
7 Nights - د.إ.46,072
House
- Connecticut
- ·
- Weston
- 2.60 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
4300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.5,963/Night
7 Nights - د.إ.41,742
House
6 Bedrooms
5 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.5,739/Night
7 Nights - د.إ.40,173
House
6 Bedrooms
4 Baths
12 Guests
6550 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.5,401/Night
7 Nights - د.إ.37,812
House
- Connecticut
- ·
- Weston
- 1.85 mi to center
6 Bedrooms
4 Baths
12 Guests
6400 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.5,279/Night
7 Nights - د.إ.36,956
Top-Rated Holiday Rentals with a Pool in Wilton
Over 48+ The Best Private Villas and Holiday Rentals in Wilton with a Pool
House
10.0Exceptional
(20 Reviews)
3 Bedrooms
1 Bath
5 Guests
1800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.1,725/Night
7 Nights - د.إ.12,072
Other
10.0Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
10 Guests
4400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.4,742/Night
7 Nights - د.إ.33,196
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
9 Guests
4700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
د.إ.3,377/Night
7 Nights - د.إ.23,644
House
- Connecticut
- ·
- Weston
- 1.54 mi to center
9.8Exceptional
(6 Reviews)
5 Bedrooms
4 Baths
8 Guests
4300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
د.إ.5,213/Night
7 Nights - د.إ.36,490
Other
9.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.1,226/Night
7 Nights - د.إ.8,583
Hotel
8.8Fabulous
(972 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.798/Night
7 Nights - د.إ.5,586
House
8.8Fabulous
(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
د.إ.1,444/Night
7 Nights - د.إ.10,110
Hotel
8.2Excellent
(1008 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
د.إ.551/Night
7 Nights - د.إ.3,856
Hotel
8.2Excellent
(129 Reviews)
14 Baths
329.07 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.928/Night
7 Nights - د.إ.6,493
Pet-Friendly Holiday Rentals in Wilton
Over 74+ Pet-Friendly Holiday Rentals in or Near Wilton
House
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.3,115/Night
7 Nights - د.إ.21,804
Apartment
3.5Average
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
495.14 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
د.إ.628/Night
7 Nights - د.إ.4,396
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.608/Night
7 Nights - د.إ.4,256
House
- Connecticut
- ·
- Weston
- 2.51 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.1,850/Night
7 Nights - د.إ.12,949
Apartment
1 Bedroom
1 Bath
4 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
د.إ.914/Night
7 Nights - د.إ.6,401
House
- New York
- ·
- Pound Ridge
- 1.64 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
3450 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.2,929/Night
7 Nights - د.إ.20,504
House
8.8Fabulous
(6 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.2,849/Night
7 Nights - د.إ.19,945
Villa
- Stamford
- ·
- New Canaan
- 2.43 mi to center
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.5,201/Night
7 Nights - د.إ.36,405
House
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.3,680/Night
7 Nights - د.إ.25,763
Large Holiday Rentals and Private Villas in Wilton
Over 34+ Large Holiday Rentals and Private Villas in or Near Wilton
House
9.6Exceptional
(49 Reviews)
6 Bedrooms
6 Baths
15 Guests
- Hot Tub
Spa- Fireplace/Heating
- Ocean View
د.إ.4,679/Night
7 Nights - د.إ.32,755
House
3 Bedrooms
2 Baths
10 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
د.إ.4,294/Night
7 Nights - د.إ.30,056
House
- Danbury
- ·
- Ridgefield
- 1.53 mi to center
6 Bedrooms
6 Baths
26 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
د.إ.2,372/Night
7 Nights - د.إ.16,603
House
9.8Exceptional
(14 Reviews)
5 Bedrooms
2 Baths
8 Guests
2000 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.3,036/Night
7 Nights - د.إ.21,253
House
6 Bedrooms
5 Baths
10 Guests
4272 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,512/Night
7 Nights - د.إ.24,584
House
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.3,168/Night
7 Nights - د.إ.22,175
House
4 Bedrooms
3 Baths
10 Guests
2900 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
د.إ.2,181/Night
7 Nights - د.إ.15,267
Villa
10.0Exceptional
(3 Reviews)
7 Bedrooms
4 Baths
14 Guests
12000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.3,237/Night
7 Nights - د.إ.22,663
House
5.0Average
(1 Review)
5 Bedrooms
4 Baths
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
د.إ.3,485/Night
7 Nights - د.إ.24,396
Wheelchair Accessible Holiday Homes in Wilton
Over 14+ Wheelchair Accessible Holiday Homes in or Near Wilton
Apartment
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
5 Guests
650 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.2,411/Night
7 Nights - د.إ.16,875
Hotel
8.4Excellent
(47 Reviews)
1 Bath
339.06 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,880/Night
7 Nights - د.إ.13,162
Hotel
9.0Exceptional
(1025 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.672/Night
7 Nights - د.إ.4,701
Condo
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
د.إ.731/Night
7 Nights - د.إ.5,112
Hotel
8.0Excellent
(467 Reviews)
12 Baths
290.63 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
د.إ.664/Night
7 Nights - د.إ.4,649
House
4 Bedrooms
4 Baths
8 Guests
4500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,780/Night
7 Nights - د.إ.19,461
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
6 Baths
10 Guests
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.4,701/Night
7 Nights - د.إ.32,906
House
10.0Exceptional
(1 Review)
6 Bedrooms
7 Baths
11 Guests
6400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
د.إ.7,345/Night
7 Nights - د.إ.51,415
House
4 Bedrooms
5 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
د.إ.3,673/Night
7 Nights - د.إ.25,708
Wilton Private Villas and Holiday Homes Under $200
Over 27+ Wilton Private Villas and Holiday Homes Under $200
House
- Connecticut
- ·
- Weston
- 1.01 mi to center
6.0Good
(4 Reviews)
1 Bedroom
1 Bath
1 Guest
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.352/Night
7 Nights - د.إ.2,464
Apartment
- Connecticut
- ·
- Weston
- 2.95 mi to center
2 Bedrooms
2 Baths
3 Guests
1399.31 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
د.إ.657/Night
7 Nights - د.إ.4,602
Hotel
8.4Excellent
(1111 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
د.إ.570/Night
7 Nights - د.إ.3,992
House
- Connecticut
- ·
- Weston
- 1.80 mi to center
7.4Very Good
(14 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.587/Night
7 Nights - د.إ.4,110
Hotel
6.7Good
(378 Reviews)
5 Baths
301.39 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
د.إ.534/Night
7 Nights - د.إ.3,735
New
Cottage
- Connecticut
- ·
- Weston
- 3.01 mi to center
2 Bedrooms
2 Baths
3 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
د.إ.630/Night
7 Nights - د.إ.4,411
Apartment
- Connecticut
- ·
- Weston
- 3.26 mi to center
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
د.إ.488/Night
7 Nights - د.إ.3,415
Cottage
- New York
- ·
- Pound Ridge
- 1.00 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.570/Night
7 Nights - د.إ.3,988
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Child Friendly
د.إ.496/Night
7 Nights - د.إ.3,474
Instantly Bookable Holiday Homes in Wilton
Over 47+ Instantly Bookable Holiday Homes in or Near Wilton
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.3,002/Night
7 Nights - د.إ.21,014
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.479/Night
7 Nights - د.إ.3,353
Cottage
- New York
- ·
- South Salem
- 0.99 mi to center
9.6Exceptional
(7 Reviews)
1 Bedroom
1 Bath
6 Guests
950 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,141/Night
7 Nights - د.إ.7,988
House
9.4Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
5 Guests
2636 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.4,491/Night
7 Nights - د.إ.31,440
Apartment
- Stamford
- ·
- New Canaan
- 0.72 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Laundry
د.إ.2,302/Night
7 Nights - د.إ.16,111
Hotel
- Danbury
- ·
- Ridgefield
- 1.99 mi to center
10.0Exceptional
(2 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
د.إ.1,729/Night
7 Nights - د.إ.12,101
Hotel
- Danbury
- ·
- Ridgefield
- 1.99 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
د.إ.1,667/Night
7 Nights - د.إ.11,671
Hotel
- Danbury
- ·
- Ridgefield
- 1.99 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
د.إ.1,421/Night
7 Nights - د.إ.9,945
Hotel
- Danbury
- ·
- Ridgefield
- 1.99 mi to center
9.6Exceptional
(4 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
د.إ.1,429/Night
7 Nights - د.إ.10,000
Book a Last Minute Place to Stay in Wilton
About Casai's Private Villas and Holiday Rentals in Wilton
Discover more than 182 vacation rentals available in Wilton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Wilton.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Wilton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Wilton. On average, places to stay near Wilton offer 1106.94 ft², with nightly prices averaging د.إ.2,531.
With Casai, finding and comparing holiday rentals in Wilton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Wilton
| Type | Count |
|---|---|
| Vacation Homes | 102 |
| Holiday Apartments | 29 |
| Cottages | 17 |
| Villas | 3 |
Use these Quick Filters to Find a Holiday Rental in Wilton
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Wilton.
Weather in Wilton, CT
View the weather forecast for Wilton before booking your Wilton Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Wilton, CT
Casai offers a large selection of top attractions around Wilton . Research things to do on your vacation before you visit Wilton.
Other Places to Stay in Wilton, CT
Frequently Asked Questions About Wilton?
What are the top holiday rentals in Wilton?
With numerous options available in Wilton, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Wilton:
- Private French Country Estate-New Canaan CT-Pool-Film Set-August available
- Charming Cottage located on Historic Estate 1 Hour from NYC!
- Farmhouse 1899: Westport, CT - Minutes to Downtown, family and pet-friendly.
- Westport Gem - walk to shops, dining, town center, pet-friendly
- Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
- Updated Farmhouse Retreat
- Gracious Country Home with Private Pool
- Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
- Charming Historic Connecticut Home W/Spacious Yard
- Interior Designer's Enchanting Home with Private Beach 1.5hrs from Brooklyn
How many holiday rentals have private pools in Wilton?
Discover a selection of holiday rentals with private pools near Wilton with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- 4BR Weston Retreat w/Pool, Basketball Court, Fire Pit & 3 Acres
- Hilton Garden Inn Norwalk
- 3-bedroom house in pleasant Norwalk with Pool, outdoor BBQ, and so much more
- Picturesque South Salem Lakehouse w/ Pool & Yard!
Which holiday homes in Wilton are best for families?
If you're searching for a family-friendly holiday home in Wilton, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Wilton:
- Modern Farmhouse
- Light filled zen 3BR Penthouse - 7 min to Westport
- Extended Stay America Suites Norwalk Stamford
How many Casai.ae holiday rentals are available in Wilton?
As of 2026, Casai boasts over 182 properties listed in the Wilton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Wilton.
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Finding the best prices in Wilton
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