Best Vacation Homes in Wilmington
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $461/Night
For 7 Nights AU $3,227
2195.84 ft²
11 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- View
- Pet Friendly
AU $364/Night
For 7 Nights AU $2,547
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Spa
- Fireplace/Heating
- Balcony/Terrace
AU $295/Night
For 7 Nights AU $2,063
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
AU $385/Night
For 7 Nights AU $2,697
1399.31 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- View
AU $340/Night
For 7 Nights AU $2,378
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $165/Night
For 7 Nights AU $1,155
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $423/Night
For 7 Nights AU $2,962
3056 ft²
8 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
AU $573/Night
For 7 Nights AU $4,012
Wilmington Luxury Rentals
15000 ft²
54 Guests
21 Bedrooms
19 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
AU $5,458/Night
For 7 Nights AU $38,208
6996.54 ft²
20 Guests
10 Bedrooms
7 Bathrooms
House
- Oceanfront
- Hot Tub
- Skiing
AU $5,211/Night
For 7 Nights AU $36,476
27 Guests
9 Bedrooms
9 Bathrooms
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
AU $4,127/Night
For 7 Nights AU $28,890
7000 ft²
27 Guests
10 Bedrooms
7 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
AU $4,079/Night
For 7 Nights AU $28,551
5000 ft²
24 Guests
11 Bedrooms
10 Bathrooms
Ocean View
Cabin
- Hot Tub
- Spa
- Skiing
AU $3,126/Night
For 7 Nights AU $21,885
4000 ft²
13 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $1,740/Night
For 7 Nights AU $12,177
3401.4 ft²
8 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Pool
- Ocean View
AU $1,612/Night
For 7 Nights AU $11,288
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
AU $1,496/Night
For 7 Nights AU $10,471
Wilmington Pet Friendly Vacation Rentals
1950 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $547/Night
For 7 Nights AU $3,828
2658.69 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
AU $1,071/Night
For 7 Nights AU $7,493
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $1,045/Night
For 7 Nights AU $7,317
850 ft²
3 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
AU $234/Night
For 7 Nights AU $1,641
2098.96 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
AU $503/Night
For 7 Nights AU $3,519
1400 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $457/Night
For 7 Nights AU $3,199
5 Guests
2 Bedrooms
3 Bathrooms
Pet Friendly
Ski Chalet
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $389/Night
For 7 Nights AU $2,726
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $387/Night
For 7 Nights AU $2,709
Wilmington Large Vacation Homes
2980 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Spa
- Fireplace/Heating
AU $867/Night
For 7 Nights AU $6,070
AU $603/Night
For 7 Nights AU $4,218
3600 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $584/Night
For 7 Nights AU $4,091
3000 ft²
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $578/Night
For 7 Nights AU $4,047
4951.4 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
AU $1,256/Night
For 7 Nights AU $8,794
2000 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $1,067/Night
For 7 Nights AU $7,472
2600 ft²
11 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $929/Night
For 7 Nights AU $6,504
AU $1,064/Night
For 7 Nights AU $7,449
Why Choose Rent By Owner for your Wilmington Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Wilmington
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the region offers fewer crowds and more favorable weather conditions for exploring its natural beauty.
Peak Season Highlights
Winter (December to February)
During this time, you can enjoy the snowy landscape and winter sports opportunities in the region, making it an ideal season for those seeking a cozy retreat.
Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
Fall (September to November)
The vibrant fall foliage creates a picturesque setting, perfect for outdoor activities and scenic drives around this destination.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 45°F
Off-Season Highlights
Spring (March to May)
As the area transitions into warmer weather, you'll find fewer visitors and the chance to enjoy the blossoming natural beauty at your own pace.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Summer (June to August)
With milder crowds and longer daylight hours, summer offers a pleasant atmosphere for exploring and relaxing amid lush surroundings.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Weekly Weather Forecast for Wilmington
How to Book Your Wilmington Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Wilmington
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 dining with a private patio or deck overlooking scenic views in this destination.
- Take advantage of spacious yards perfect for outdoor activities and family gatherings.
- Relax around a cozy outdoor fireplace or fire pit during cool evenings in the region.
- Benefit from ample parking space, ideal for exploring the area's outdoor attractions.
- Make use of a well-maintained lawn suitable for sports or picnics in this destination.
- Discover access to hiking trails or nature walks directly from your rental property.
- Utilize outdoor recreational equipment such as kayaks, paddleboards, or bikes often available on-site.
Top Attractions Around Wilmington
What attractions are nearby?
Within this charming region, you can enjoy a variety of outdoor activities such as hiking, skiing, and exploring scenic trails that showcase the natural beauty of Wilmington, Vermont, USA.
Family Activities
- Hiking at Mount Snow: Explore scenic trails around Mount Snow for a family-friendly outdoor adventure that offers stunning views of the surrounding landscape.
- Visit the Hermitage: Discover this historic site with its beautiful grounds, perfect for educational outings and engaging with local history in the region.
- Enjoy Jay Peak Resort: Experience a variety of seasonal activities, from summer alpine slides to winter skiing, suitable for all ages in this area known for year-round fun.
- Tour the Vermont Ski & Snowboard Museum: Learn about the region's rich winter sports history through interactive exhibits and family-friendly displays in Wilmington's vicinity.
Adult Activities
- Exploring the Green Mountain National Forest: Take advantage of the region’s vast natural beauty by hiking or enjoying a scenic drive through the Green Mountain National Forest, right at your doorstep.
- Enjoying local craft breweries and farm-to-table dining: Savor Vermont’s renowned culinary scene by visiting local breweries and farms, offering authentic regional flavors in the area’s charming eateries.
- Visiting historic sites and museums: Discover the area's rich history by exploring historical landmarks and engaging with exhibits that tell the story of this picturesque destination.
- Participating in outdoor recreation activities: Whether it's mountain biking, fishing, or kayaking, the region offers a variety of outdoor adventures perfect for exploring here.
Other Places to Stay in Wilmington, VT
Secret Passage
Back Draft
Warlock's Woods
Enchanted Forest Ski Run
Adams Family Farm
The Hermitage Golf Club
Jim McGrath Gallery and Studio
Lake Raponda
The Art of Humor Gallery
Molly Stark State Park
The Ledge
Searsburg
Wilmington Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Make the most of your stay by engaging in the region’s renowned outdoor pursuits, from hiking scenic trails to enjoying peaceful lakeside moments.
- Visit nearby attractions: Discover the area's charming towns and cultural sites to enrich your experience while staying in this welcoming destination.
- Plan seasonal adventures: Tailor your itinerary to the season, whether it's vibrant foliage tours in autumn or winter sports during snowy months.
- Choose a well-located vacation rental: Select accommodations that provide easy access to the area's natural beauty and local amenities for a seamless trip.
Transportation Options
- Wilmington Area Shuttle Service: This convenient transportation option offers reliable scheduled routes connecting you to key points around the region, making it easy to explore without the need for a personal vehicle.
- Rental Cars: Several local car rental agencies provide flexible solutions for exploring the area at your own pace during your stay in Wilmington.
- Public Bus Services: Regional bus lines serve the area and surrounding towns, offering an affordable way to travel throughout the region without the hassle of parking.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are available here, providing quick and convenient transport for short trips within Wilmington and nearby destinations.
Local Customs Options
- Welcoming Community Gatherings: You’ll find that local festivals and community events are integral to the area's welcoming spirit, offering authentic ways to connect with residents during your stay.
- Respect for Nature and Outdoors: Embracing outdoor activities like hiking and skiing, this destination values environmental conservation, encouraging visitors to enjoy nature responsibly and sustainably.
- Traditional Vermont Hospitality: Expect warm welcomes and friendly interactions rooted in regional hospitality when visiting local establishments or engaging with residents here.
- Preservation of Local Heritage: The region cherishes its history, often celebrating its heritage through preserved architecture and cultural customs that you can experience firsthand during your trip.
Frequently Asked Questions About Wilmington?
1. What are the top vacation rentals in Wilmington?
There are a lot of options in Wilmington. If you plan on staying in the Wilmington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wilmington:
- Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
- The Wilmington Inn
- 3 BR/2 Bath Post and Beam - Next to Haystack Golf Course.
- Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
- Beautiful Custom Built Timber Frame Home, Sleeps 11
- 7000 Sq.ft. Luxury Log Estate — 10BR, Game House, Hot Tub, Sauna, Swimming pool!
- A vacation destination in Southern Vermont
- Walk To Town, Hottub, Firepit, Games, Mt Snow
- SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
- Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow
2. How many vacation rentals have private pools in Wilmington?
There are 15 vacation rentals with private pools near Wilmington. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Wilmington are best for families?
If you are looking for a family-friendly vacation home in Wilmington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wilmington:
4. How many Rentbyowner vacation rentals are available in Wilmington?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 392 in the Wilmington 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 Wilmington.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary depending on the individual property listing. It's recommended to review the specific terms outlined in the listing or contact the property owner directly for detailed information.
6. Are there any additional fees I should be aware of when booking a rental here?
Additional fees such as cleaning fees, service charges, or security deposits are typically included in the listing details. Please check the individual rental listing for a comprehensive fee breakdown.
7. How do I find out about the amenities available at a vacation rental in this region?
The amenities are listed on each property’s page. You can also reach out directly to the host if you have specific questions about features like Wi-Fi, parking, or outdoor spaces.
8. Is there a minimum stay requirement at these vacation rentals in this destination?
Minimum stay requirements differ per property. Be sure to review the listing details or contact the owner to confirm the length of stay necessary for your dates.
9. What steps should I take to ensure a smooth booking process in this area?
To guarantee a seamless experience, thoroughly read the property descriptions, communicate clearly with the hosts, and confirm all details before completing your reservation.
Wilmington Top Rated Vacation Rentals
3000 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $655/Night
For 7 Nights AU $4,586
1200 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $257/Night
For 7 Nights AU $1,799
3400 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $1,068/Night
For 7 Nights AU $7,474
2300 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $720/Night
For 7 Nights AU $5,038
1620 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $361/Night
For 7 Nights AU $2,524
2799 ft²
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $637/Night
For 7 Nights AU $4,457
2300 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $794/Night
For 7 Nights AU $5,557
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $550/Night
For 7 Nights AU $3,850
