Discover Your Perfect Wilton Vacation Homes

Best Vacation Homes in Wilton

10.0
Exceptional
(32 Reviews)
6 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $395/Night For 7 Nights US $2,767
9.3
Exceptional
(3 Reviews)
10763.91 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Free Cancellation House
  • Parking
  • Child Friendly
  • Security/Safety
US $570/Night For 7 Nights US $3,990
8.4
Excellent
(109 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Balcony/Terrace
  • Breakfast
  • Pet Friendly
US $105/Night For 7 Nights US $732
8.6
Fabulous
(8 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Kitchen
  • Child Friendly
  • Barbecue/Outdoor Cooking
US $141/Night For 7 Nights US $990
9.0
Exceptional
(1 Review)
1614.59 ft² 9 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Pool
US $734/Night For 7 Nights US $5,138
New
1500 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $1,926/Night For 7 Nights US $13,482
New
4 Guests 2 Bedrooms 2 Bathrooms
Couples Retreat House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $570/Night For 7 Nights US $3,991
New
3 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $167/Night For 7 Nights US $1,172

Wilton Luxury Rentals

New
12 Guests 6 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $3,569/Night For 7 Nights US $24,981
10.0
Exceptional
(3 Reviews)
3300 ft² 14 Guests 6 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $3,465/Night For 7 Nights US $24,255
New
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $3,244/Night For 7 Nights US $22,710
10.0
Exceptional
(1 Review)
12 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $2,833/Night For 7 Nights US $19,828
10.0
Exceptional
(10 Reviews)
2700 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $2,709/Night For 7 Nights US $18,964
New
2701.74 ft² 12 Guests 1 Bedroom 3 Bathrooms
Free Cancellation House
  • Pool
  • Balcony/Terrace
  • Parking
US $2,600/Night For 7 Nights US $18,200
9.8
Exceptional
(6 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $2,514/Night For 7 Nights US $17,600
10.0
Exceptional
(3 Reviews)
3000 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $2,503/Night For 7 Nights US $17,518

Wilton Pet Friendly Vacation Rentals

10.0
Exceptional
(30 Reviews)
4000 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,120/Night For 7 Nights US $7,843
New
3100.01 ft² 12 Guests 6 Bedrooms 3 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Skiing
US $2,065/Night For 7 Nights US $14,455
10.0
Exceptional
(28 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $393/Night For 7 Nights US $2,754
7.6
Very Good
(203 Reviews)
251.16 ft² 8 Guests 12 Bedrooms 3 Bathrooms
Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $225/Night For 7 Nights US $1,575
10.0
Exceptional
(16 Reviews)
4000 ft² 16 Guests 9 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $2,393/Night For 7 Nights US $16,748
10.0
Exceptional
(11 Reviews)
2400 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $674/Night For 7 Nights US $4,720
10.0
Exceptional
(8 Reviews)
3500 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $1,646/Night For 7 Nights US $11,523
10.0
Exceptional
(6 Reviews)
2200 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $967/Night For 7 Nights US $6,768

Wilton Large Vacation Homes

New
12 Guests 5 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $2,242/Night For 7 Nights US $15,693
10.0
Exceptional
(20 Reviews)
3300 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $784/Night For 7 Nights US $5,486
10.0
Exceptional
(16 Reviews)
2000 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $856/Night For 7 Nights US $5,995
9.8
Exceptional
(9 Reviews)
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $913/Night For 7 Nights US $6,391
9.4
Exceptional
(14 Reviews)
1550 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $502/Night For 7 Nights US $3,516
9.0
Exceptional
(10 Reviews)
3000 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $1,320/Night For 7 Nights US $9,240
New
16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $2,328/Night For 7 Nights US $16,298
New
2700 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
US $990/Night For 7 Nights US $6,933

Why Choose Rent By Owner for your Wilton Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Wilton

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as seasonal variations in this region influence weather, activities, and overall enjoyment of your stay at vacation rentals in Wilton, New York.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this destination experiences higher demand as visitors enjoy outdoor activities and scenic beauty, making it an ideal time to book vacation rentals for a lively getaway.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

The vibrant fall foliage attracts travelers seeking picturesque landscapes and comfortable weather, providing a perfect backdrop for your stay in this region's rental properties.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

This quieter period offers a peaceful escape, with fewer visitors and cozy accommodation options, ideal for those looking to unwind in a serene setting.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

As the area transitions into bloom, off-peak times offer a tranquil environment to explore the natural beauty and enjoy more affordable vacation rentals.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Wilton

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a fully equipped barbecue area nearby your accommodation.
  • Relax on spacious decks or patios that offer scenic views of the surrounding landscape.
  • Take advantage of private or shared access to gardens and outdoor recreational spaces.
  • Make the most of outdoor dining setups for meals under the stars during your stay.
  • Benefit from convenient parking areas that accommodate outdoor gear and vehicles.
  • Utilize outdoor fire pits or fireplaces for cozy evenings outside in the fresh air.
  • Explore nearby walking trails or nature paths that provide an authentic experience of the region's outdoors.
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Family Activities

  • Wilton Wildlife Preserve & Park: Explore this expansive natural area with family-friendly trails and educational programs highlighting local wildlife and ecosystems.
  • Lake George Mini-Golf: Enjoy a fun-filled day of mini-golf right in the region, offering engaging entertainment suitable for visitors of all ages staying nearby.
  • Adirondack Extreme Adventure Course: Test your family's adventure spirit on this treetop obstacle course designed for various skill levels amidst the scenic backdrop of the area.
  • Fort William Henry Museum: Step back in time at this historical site where interactive exhibits and live demonstrations bring the area's rich history to life for the whole family.
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Adult Activities

  • Wilton Wildlife Preserve and Park: Explore the peaceful trails and observe local wildlife in this expansive preserve, offering a perfect escape into nature.
  • North Creek Ski Bowl: Enjoy year-round outdoor activities such as skiing, snowboarding, and mountain biking, suitable for adrenaline seekers and outdoor enthusiasts alike.
  • Adirondack Outlet Mall: Discover great deals and unique finds at this shopping destination, ideal for leisurely afternoons during your stay here.
  • Local Dining Experiences: Savor regional flavors at the various eateries and cafes, providing authentic tastes of this region's culinary scene.

Other Places to Stay in Wilton, NY

Wilton Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Research local events and amenities to tailor your stay and make the most of your time here in this charming region.
  • Explore Local Cuisine: Take advantage of nearby dining options to experience authentic flavors and enjoy a taste of the area's culinary scene.
  • Utilize Outdoor Activities: Engage with outdoor pursuits available nearby to immerse yourself in the natural beauty that surrounds your vacation rental.
  • Connect with the Community: Interact with locals or join community activities to gain insider knowledge and enhance your experience here.

Transportation Options

  • Wilton Trailways Bus Service: This regional bus service offers convenient connections from here to Albany and other major cities in the area, making transportation simple for travelers staying in local vacation rentals.
  • Albany International Airport: The nearest major airport provides domestic and limited international flights, facilitating easy arrivals for visitors coming from afar.
  • Rental Car Services: Multiple rental agencies operate nearby, giving you flexible transportation options to explore the region at your own pace.
  • Taxis and Ride-Sharing: Reliable taxi companies and ride-sharing services are readily available here, offering quick and convenient transportation within the area and to surrounding destinations.

Local Customs Options

  • Traditional Summer Festivals: The region celebrates lively summer festivals that showcase local art, music, and food, providing an authentic cultural experience for visitors.
  • Farmers' Market Etiquette: Visitors are encouraged to engage with local vendors at the farmers' markets, embracing the community's emphasis on fresh, locally sourced produce and handmade goods.
  • Holiday Decorations and Parades: During festive seasons, the area decorates extensively, and community parades highlight local traditions and holiday spirit, adding charm to your stay.
  • Respect for Natural Settings: The region values environmental preservation, so residents and visitors alike practice responsible outdoor recreation and maintain the natural beauty here.

Wilton Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Wilton?

3. Which vacation homes in Wilton are best for families?

If you are looking for a family-friendly vacation home in Wilton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wilton:

4. How many Rentbyowner vacation rentals are available in Wilton?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 132 in the Wilton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wilton. 

5. What is the cancellation policy for vacation rentals in Wilton, New York?

The cancellation policies vary by listing. To review the specific terms, please check the individual property details or contact the host directly before making your reservation.

6. Are there any additional fees I should be aware of when booking a stay here?

Additional fees such as cleaning fees, service charges, or local taxes are often included in the total price or detailed within the listing. Be sure to read the full description or reach out to the property owner for clarification.

7. How do I ensure my reservation is secure and confirmed?

Reservations are typically secured through the property's official booking process, which may require payment at the time of booking. Confirm your reservation details and payment method directly with the host to ensure your booking is guaranteed.

8. What amenities are generally available in these properties in this region?

Amenities vary by property but commonly include Wi-Fi, parking, kitchens, and outdoor spaces. For specific features, review the listing details or contact the host prior to booking.

9. Is there a minimum stay requirement for vacation rentals in Wilton, New York?

Minimum stay requirements differ across listings. Please check the individual property details or contact the host to confirm the length of stay needed for your dates.

Wilton Top Rated Vacation Rentals

10.0
Exceptional
(3 Reviews)
8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,993/Night For 7 Nights US $13,954
10.0
Exceptional
(2 Reviews)
9 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $1,429/Night For 7 Nights US $10,001
10.0
Exceptional
(1 Review)
2000 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,374/Night For 7 Nights US $9,617
9.8
Exceptional
(7 Reviews)
1500 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Pool
  • Balcony/Terrace
US $530/Night For 7 Nights US $3,712
8.6
Fabulous
(5 Reviews)
1496.18 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Pool
  • Parking
  • Internet
US $666/Night For 7 Nights US $4,662
New
3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $1,948/Night For 7 Nights US $13,637
New
3700 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $1,799/Night For 7 Nights US $12,595
New
3400 ft² 10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $740/Night For 7 Nights US $5,180