Discover Your Perfect Underhill Vacation Homes

Best Vacation Homes in Underhill

Apartment
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $225/Night 7 Nights - CA $1,574
star-icons-3
Apartment
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 7 Guests 1194.79 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $303/Night 7 Nights - CA $2,118
star-icons-4
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(110 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
CA $277/Night 7 Nights - CA $1,941
Apartment
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $202/Night 7 Nights - CA $1,414
Resort
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bath 4 Guests 516.67 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $423/Night 7 Nights - CA $2,963
Apartment
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $202/Night 7 Nights - CA $1,414
Cabin
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 2 Guests 450 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $333/Night 7 Nights - CA $2,328
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $241/Night 7 Nights - CA $1,685

Underhill Luxury Rentals

House
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5 Bedrooms 6 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $13,224/Night 7 Nights - CA $92,571
House
Map-icon
4 Bedrooms 4 Baths 10 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $12,917/Night 7 Nights - CA $90,422
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 8 Guests 4 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $6,222/Night 7 Nights - CA $43,553
House
Map-icon
4 Bedrooms 6 Baths 8 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $4,560/Night 7 Nights - CA $31,917
star-icons-4
Apartment
Map-icon
3 Bedrooms 3 Baths 11 Guests 1496.18 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $2,566/Night 7 Nights - CA $17,960
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 4 Baths 9 Guests 1776.05 ft²
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
CA $2,173/Night 7 Nights - CA $15,212
House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
4 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $2,057/Night 7 Nights - CA $14,400
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
4 Bedrooms 5 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $1,972/Night 7 Nights - CA $13,805

Underhill Pet Friendly Vacation Rentals

Resort
like-icon10.0
Exceptional
(3 Reviews)
1 Bath 4 Guests 516.67 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $200/Night 7 Nights - CA $1,399
House
Map-icon
like-icon4.0
Average
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $507/Night 7 Nights - CA $3,547
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
CA $488/Night 7 Nights - CA $3,418
Apartment
Map-icon
like-icon10.0
Exceptional
(244 Reviews)
1 Bedroom 1 Bath 3 Guests 1024 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $255/Night 7 Nights - CA $1,785
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(85 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $413/Night 7 Nights - CA $2,890
Cabin
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
CA $285/Night 7 Nights - CA $1,997
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $385/Night 7 Nights - CA $2,694
Condo
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $477/Night 7 Nights - CA $3,340

Underhill Large Vacation Homes

star-icons-4
House
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 3003.13 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $1,607/Night 7 Nights - CA $11,249
Condo
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 10 Guests 1507 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $513/Night 7 Nights - CA $3,592
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 12 Guests 2002.09 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $1,573/Night 7 Nights - CA $11,011
Condo
Map-icon
2 Bedrooms 2 Baths 10 Guests 1100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,095/Night 7 Nights - CA $7,665
Cabin
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
8 Bedrooms 4 Baths 18 Guests 3850 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
CA $1,023/Night 7 Nights - CA $7,158
Apartment
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Air Conditioner
    Air Conditioner
More amenities
CA $847/Night 7 Nights - CA $5,928
House
Map-icon
like-icon10.0
Exceptional
(79 Reviews)
4 Bedrooms 2 Baths 10 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $659/Night 7 Nights - CA $4,614
Condo
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
3 Bedrooms 3 Baths 10 Guests 2022 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $1,240/Night 7 Nights - CA $8,680

Why Choose Rent By Owner for your Underhill 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 Underhill

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons for outdoor activities and scenic views often depend on the weather patterns and regional climate in Underhill, Vermont, USA.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, the area transforms into a popular destination for snow sports and cozy getaways, attracting visitors seeking winter adventures.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 5°F to 15°F
summer
Summer (June to August)

The warm summer season draws in travelers looking to enjoy outdoor activities amid lush landscapes, making it an ideal time for exploring the region's natural beauty.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Spring (March to May)

Spring offers milder weather and fewer crowds, providing a peaceful setting for those wishing to experience the area's blossoming scenery.

Average Temperature Daytime: 40°F to 60°F - Nighttime: 30°F to 40°F
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Fall (September to November)

In the fall, the region becomes vibrant with foliage, attracting visitors who want to enjoy the picturesque landscape with quieter surroundings.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 45°F

Weekly Weather Forecast for Underhill

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 dining with a private barbecue grill.
  • Relax on spacious patios or decks with scenic views of the surrounding landscape.
  • Take advantage of direct access to hiking trails that weave through the region's natural beauty.
  • Make use of a cozy fire pit for evening gatherings beneath the stars.
  • Swim or sunbathe at a nearby pond or freshwater lake within easy reach.
  • Benefit from well-maintained gardens or lawns perfect for outdoor activities.
  • Participate in seasonal outdoor pursuits such as cross-country skiing or snowshoeing during winter months.
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Family Activities

  • Hiking and Nature Trails: Explore the region's scenic trails suitable for family walks and outdoor adventures, offering memorable experiences amidst Vermont's natural beauty.
  • Local Wildlife Viewing: Discover the diverse wildlife in the area's parks and protected areas, providing educational and engaging opportunities for children and adults alike.
  • Visit to Nearby Farms: Experience farm tours and seasonal activities at local farms, where families can learn about agriculture and enjoy fresh Vermont produce.
  • Outdoor Recreation at National Forests: Engage in outdoor activities such as picnicking, birdwatching, and exploring pristine forests that surround this charming destination.
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Adult Activities

  • Hiking on Mount Mansfield: Explore the scenic trails of Vermont's highest peak, offering breathtaking views and outdoor adventure close to your vacation rental.
  • Visiting Smugglers' Notch State Park: Discover the natural beauty and rugged terrain of this popular park, perfect for outdoor enthusiasts seeking a memorable experience here.
  • Enjoying Cross-Country Skiing: Take advantage of the region's well-maintained cross-country ski trails that provide a peaceful way to enjoy winter in this part of Vermont.
  • Exploring Local Farm Tours: Immerse yourself in the area's agricultural heritage by visiting local farms, offering fresh Vermont produce and authentic regional experiences.

Underhill Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Explore the local outdoor pursuits available year-round to maximize your experience in this scenic destination.
  • Choose the Ideal Location: Select a vacation rental nestled close to nature or local amenities to suit your preferred style of relaxation and adventure.
  • Check Local Travel Tips: Stay informed about weather conditions and travel advisories to ensure a smooth stay here at any time of year.
  • Make Use of Nearby Attractions: Take advantage of the area's natural beauty and quiet charm by planning excursions that highlight its unique landscape and culture.

Transportation Options

  • Car Rentals: Renting a car provides you with the flexibility to explore this area and its scenic surroundings at your own pace.
  • Public Transit: Local bus services connect key points in the region, making it a convenient option for getting around without a vehicle.
  • Taxis and Rideshares: Taxis and rideshare services are readily available here, offering a reliable way to travel within the area and to nearby destinations.
  • Bike Rentals: Cycling is a popular way to experience the natural beauty of the region while enjoying eco-friendly transportation options.

Local Customs Options

  • Respect for Nature: It’s customary here to show reverence for the pristine natural environment, especially when exploring outdoor spaces around your vacation rentals in this scenic region.
  • Community Hospitality: Locals are known for their welcoming attitude and genuine friendliness, making your stay in the area feel warm and inviting from the moment you arrive.
  • Preserving Traditions: Participating in or observing local events and festivals is a valued custom that helps maintain the area's cultural heritage during your visit.
  • Environmental Responsibility: Recycling and conservation efforts are an important part of daily life here, encouraging visitors to practice eco-friendly habits during their stay.

Frequently Asked Questions About Underhill?

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

There are 19 vacation rentals with private pools near Underhill. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 379 in the Underhill 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 Underhill. 

5. What is the cancellation policy for vacation rentals in Underhill, Vermont?

The cancellation policy varies depending on the individual property listing. You should review the specific terms outlined on the property page or contact the host directly for detailed information regarding cancellations and potential fees.

6. How do I secure my booking at a vacation rental in the area?

Booking usually requires completing an online reservation form and providing payment details through a secure platform. To ensure your reservation is confirmed, follow the instructions outlined on the listing or communicate directly with the property owner.

7. Are there any amenities or services included with the vacation rentals in this region?

Amenities vary by property, so it’s best to check each listing for details such as Wi-Fi, parking, outdoor space, or other features. You can also contact the host for clarification on what is included during your stay.

8. What should I know about check-in and check-out procedures for these vacation homes?

Check-in and check-out times are specified in each property listing. It’s recommended to review these details before booking and reach out to the owner if you need special arrangements or have questions about the process.

9. Is there a reliable way to contact the property owner in case I have questions or issues during my stay?

Yes, most listings provide direct contact information for the owner or property manager. Communicating through the platform's messaging system ensures a trustworthy and prompt response to any questions or concerns.

Underhill Top Rated Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(152 Reviews)
1 Bedroom 1 Bath 4 Guests 515 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $407/Night 7 Nights - CA $2,850
Cabin
Map-icon
like-icon10.0
Exceptional
(134 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $402/Night 7 Nights - CA $2,812
Apartment
Map-icon
like-icon10.0
Exceptional
(82 Reviews)
1 Bedroom 1 Bath 5 Guests 535 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $526/Night 7 Nights - CA $3,681
Cabin
Map-icon
like-icon10.0
Exceptional
(67 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $362/Night 7 Nights - CA $2,534
Cabin
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
1 Bedroom 1 Bath 4 Guests 515 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $367/Night 7 Nights - CA $2,567
Condo
Map-icon
like-icon10.0
Exceptional
(52 Reviews)
3 Bedrooms 3 Baths 10 Guests 1900 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $1,513/Night 7 Nights - CA $10,588
Cabin
Map-icon
like-icon10.0
Exceptional
(52 Reviews)
2 Bedrooms 2 Baths 8 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $1,055/Night 7 Nights - CA $7,383
Apartment
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $387/Night 7 Nights - CA $2,712