Discover Your Perfect Wilton Vacation Homes

Best Vacation Homes in Wilton

10.0
Exceptional
(28 Reviews)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $197/Night For 7 Nights US $1,381
10.0
Exceptional
(2 Reviews)
904.17 ft² 6 Guests 2 Bedrooms 1 Bathroom
House
  • Pet Friendly
  • Parking
  • Air Conditioner
US $274/Night For 7 Nights US $1,919
9.4
Exceptional
(226 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $190/Night For 7 Nights US $1,329
10.0
Exceptional
(12 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Kitchen
  • Parking
US $290/Night For 7 Nights US $2,028
9.8
Exceptional
(5 Reviews)
2206.6 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $412/Night For 7 Nights US $2,884
10.0
Exceptional
(3 Reviews)
1600 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $401/Night For 7 Nights US $2,806
10.0
Exceptional
(3 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $288/Night For 7 Nights US $2,013
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $374/Night For 7 Nights US $2,617

Wilton Luxury Rentals

8.0
Excellent
(5 Reviews)
24 Guests 9 Bedrooms 4 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $1,637/Night For 7 Nights US $11,461
10.0
Exceptional
(3 Reviews)
14 Guests 6 Bedrooms 3 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $1,547/Night For 7 Nights US $10,826
10.0
Exceptional
(2 Reviews)
3600 ft² 8 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Kitchen
  • Parking
US $533/Night For 7 Nights US $3,734
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $407/Night For 7 Nights US $2,848
9.8
Exceptional
(7 Reviews)
720 ft² 9 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
US $380/Night For 7 Nights US $2,658
New
2 Guests 2 Bedrooms 1 Bathroom
Couples Retreat Other
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $341/Night For 7 Nights US $2,385
10.0
Exceptional
(4 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $265/Night For 7 Nights US $1,853
9.6
Exceptional
(15 Reviews)
900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $247/Night For 7 Nights US $1,732

Wilton Pet Friendly Vacation Rentals

9.4
Exceptional
(18 Reviews)
2992 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $226/Night For 7 Nights US $1,580
9.2
Exceptional
(18 Reviews)
495.14 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • View
  • Pet Friendly
  • Parking
US $190/Night For 7 Nights US $1,330
9.2
Exceptional
(17 Reviews)
237 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $228/Night For 7 Nights US $1,598
9.4
Exceptional
(16 Reviews)
248 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $118/Night For 7 Nights US $823
8.7
Fabulous
(42 Reviews)
355.21 ft² 2 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Skiing
  • Fireplace/Heating
  • Pet Friendly
US $152/Night For 7 Nights US $1,066
9.4
Exceptional
(8 Reviews)
409 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $198/Night For 7 Nights US $1,387
9.0
Exceptional
(19 Reviews)
237 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $196/Night For 7 Nights US $1,370
9.0
Exceptional
(4 Reviews)
258 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $150/Night For 7 Nights US $1,048

Wilton Large Vacation Homes

5.0
Average
(2 Reviews)
6000 ft² 6 Guests 3 Bedrooms 5 Bathrooms
Family Friendly Villa
  • Private Pool
  • Hot Tub
  • Pool
US $1,250/Night For 7 Nights US $8,750
5.0
Average
(1 Review)
4 Guests 2 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Child Friendly
US $495/Night For 7 Nights US $3,465

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 right time to visit here can enhance your experience, as each season offers distinct opportunities to enjoy the natural beauty and peaceful atmosphere of this destination in New Hampshire.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather, making it ideal for outdoor activities and exploring the natural beauty of the region.

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

In early fall, the area is renowned for its vibrant foliage and crisp air, perfect for enjoying scenic drives and outdoor adventures.

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)

The winter season transforms the region into a snowy wonderland, attracting visitors interested in winter sports and cozy retreats.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

In early spring, the area begins to awaken with budding flora and milder temperatures, offering a quieter time to enjoy the natural landscape.

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 the convenience of outdoor grilling areas to prepare meals al fresco amidst scenic surroundings.
  • Take advantage of spacious yards or gardens perfect for relaxing or outdoor activities with family and friends.
  • Make use of private patios or decks offering a comfortable space to unwind while taking in the natural beauty of the area.
  • Benefit from access to nearby hiking trails or nature walks directly from your rental property.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Relax by a community swimming pool or hot tub, if available, to refresh after exploring the region.
  • Explore the surrounding forests or parks through provided outdoor equipment such as kayaks, canoes, or bicycles.
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Family Activities

  • Wilton Wildlife Management Area: Explore the area's natural beauty by hiking or birdwatching in this expansive wildlife refuge, perfect for family adventures amidst scenic landscapes.
  • Wilton Town Forest: Enjoy outdoor activities such as picnicking and nature walks in this peaceful forest setting that offers a great escape for families staying in the region.
  • Skiing at nearby resorts: During the winter months, experience family-friendly skiing and snowboarding at local ski resorts nestled close to your vacation rentals here.
  • Local community events: Participate in seasonal festivals and gatherings which often feature fun activities suitable for all ages, making your stay in this destination more memorable.
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Adult Activities

  • Hiking at the Mount Monadnock State Park: Experience a rewarding hike with panoramic views at this popular natural attraction near your accommodation.
  • Visiting local art galleries: Explore the area's vibrant arts scene by browsing unique exhibits and local crafts in charming galleries.
  • Enjoying outdoor activities at the Wilton Fish and Game Club: Try your hand at shooting sports or simply enjoy the peaceful outdoor setting perfect for relaxation.
  • Participating in community events: Engage with the local culture through seasonal festivals, farmers markets, and outdoor concerts held throughout the region.

Wilton Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Research the area’s seasonal events and outdoor activities to maximize your experience during your stay in Wilton, ensuring you don’t miss local festivities or scenic outings.
  • Choose the Right Vacation Rental: Select a rental that offers easy access to key attractions and outdoor spaces, so you can explore comfortably and make the most of your time here.
  • Explore Local Cuisine and Markets: Take time to visit nearby farmers' markets or eateries to enjoy authentic regional flavors, enriching your stay with a taste of the local culture.
  • Stay Connected with Nearby Natural Attractions: Use your location as a base to discover the natural beauty surrounding here, making sure to plan visits that showcase the region’s scenic landscapes.

Transportation Options

  • Wilton Transit Bus Service: This local bus service offers convenient transportation within the area, making it easy to explore Wilton and nearby attractions without a car.
  • Regional Airports: The closest major airports provide straightforward access for travelers arriving from afar, connecting you comfortably to this scenic part of New Hampshire.
  • Rental Car Services: Numerous rental agencies operate near the region’s airports, giving you flexible options to explore Wilton and the surrounding countryside at your own pace.
  • Taxi and Rideshare Options: Local taxi firms and ridesharing services are readily available here, offering a reliable way to navigate the destination’s charming streets and popular spots.

Local Customs Options

  • Local Harvest Festivals: Celebrating the region’s agricultural roots, these festivals often feature fresh produce and traditional music that you can enjoy during your stay.
  • Respect for Outdoor Etiquette: When exploring the natural landscapes in this area, it is customary to follow Leave No Trace principles and respect private property.
  • Community Holiday Traditions: Participating in seasonal events like parades or local craft fairs offers a unique glimpse into the area's festive customs.
  • Craftsmanship and Artisan Skills: Supporting local artisans by purchasing handmade goods helps preserve the region's rich tradition of craftsmanship.

Wilton Vacation Rental Frequently Asked Questions

2. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 47 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. 

4. What is the cancellation policy for vacation rentals in Wilton, New Hampshire?

Cancellation policies vary depending on the individual property listing. You should review the specific rental's policy on the listing page or contact the host directly to understand any applicable fees or restrictions.

5. How do I find the best vacation rental deals in the area?

To secure the best deals, you can compare different listings by filtering options based on your budget, travel dates, and preferences. Be sure to read reviews and communicate with hosts when needed to ensure a smooth booking process.

6. Are there any additional fees I should be aware of when booking in this destination?

Additional fees such as cleaning charges, security deposits, or service fees are typically outlined on each listing. It's important to review all costs before finalizing your reservation to avoid surprises upon arrival.

7. What amenities are generally available in vacation rentals around here?

Most properties offer amenities such as Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Specific amenities vary by listing, so check the property details to ensure it meets your needs.

8. How do I contact the property owner or manager if I have questions about my stay?

You can reach out to the host through the messaging platform provided on the rental listing. Direct communication helps clarify any concerns and ensures your expectations are aligned before your arrival.

Wilton Top Rated Vacation Rentals

9.8
Exceptional
(12 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $150/Night For 7 Nights US $1,049
8.4
Excellent
(16 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $146/Night For 7 Nights US $1,020