Discover Your Perfect Sheffield Vacation Homes

Sheffield Pet Friendly Vacation Rentals

9.0 (341 Reviews)
Hotel
Pine Crest Motel And Cabins
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Sheffield on PetFriendly.io

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

What makes our Vacation Rentals special?

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

Best Times to Visit Sheffield

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as each season offers unique opportunities to enjoy the natural beauty and local charm of Sheffield, Vermont, USA.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can experience warm daytime temperatures ideal for outdoor activities in this scenic area. The region's natural beauty is at its peak, making it a perfect time to explore scenic views and enjoy the pleasant weather.

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

Autumn offers vibrant foliage and crisp air, attracting visitors seeking picturesque landscapes in the region. This season is popular for those wanting to witness the area's colorful transformation while enjoying cooler temperatures.

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

Off-Season Highlights

image
Late Fall and Early Winter (November to December)

As the region transitions into winter, you might find fewer crowds and more peaceful surroundings. The cool temperatures and quiet atmosphere create an ideal setting for cozy stays in this destination’s vacation rentals.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
image
Spring (March to May)

In early spring, the area begins to awaken with blooming flora and milder weather. It's a quieter time to visit, offering a tranquil escape before the busy summer season kicks in.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Sheffield

How to Book Your Sheffield 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 Sheffield

More Top-Rated Vacation Rentals in Sheffield Area

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 a spacious outdoor patio or deck perfect for outdoor dining and relaxing amid the scenic surroundings.
  • Take advantage of private gardens or landscaped yards that add beauty and tranquility to your stay.
  • Make the most of outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Participate in outdoor activities such as hiking or walking trails that are easily accessible from your accommodation.
  • Utilize on-site outdoor sports facilities like tennis courts, volleyball courts, or basketball hoops if available.
  • Benefit from ample parking space for outdoor gear and vehicles, especially useful in this region for exploring local attractions.
  • Experience the serenity of natural ponds, lakes, or streams nearby, perfect for relaxing or fishing excursions.

Top Attractions Around Sheffield

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as hiking, skiing, and exploring scenic trails that showcase the natural beauty of this region.

image
image

Family Activities

  • Hiking in the Sheffield Town Forest: Discover scenic trails perfect for family hikes that showcase the natural beauty of this region.
  • Exploring the Mount Equinox Scenic Drive: Experience breathtaking views of the surrounding landscape as you drive through one of the area's most popular routes.
  • Visiting local farmers' markets: Enjoy browsing fresh produce and artisanal goods, offering a taste of this destination's vibrant community spirit.
  • Outdoor activities at Townshend State Park: Engage in family-friendly picnics, swimming, and outdoor fun within easy reach of your vacation rental here.
image

Adult Activities

  • Mountain Biking and Hiking Trails: Explore the scenic trails that wind through the region, offering exhilarating outdoor adventures just a short drive from your vacation rental.
  • Local Art Galleries and Studios: Discover vibrant artistic expressions in the area's galleries, providing a cultural escape within close proximity to your accommodation.
  • Farmers’ Markets and Local Food Tours: Indulge in fresh, farm-to-table experiences by visiting local markets and engaging in food tours that showcase regional flavors.
  • Nature and Wildlife Viewing: Observe diverse wildlife and enjoy tranquil natural settings, perfect for relaxing excursions during your stay here.

Sheffield Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the area’s natural beauty by engaging in outdoor pursuits such as hiking, biking, or scenic drives that showcase the region’s stunning landscapes.
  • Visit Nearby Cultural Spots: Immerse yourself in the local culture by exploring nearby museums, galleries, or traditional events that highlight the unique charm of this destination.
  • Plan Your Travel Around Seasonal Events: Check the regional calendar for seasonal festivals or markets to experience authentic local traditions during your stay.
  • Choose a Strategic Location for Your Accommodation: Select vacation rentals that are conveniently situated close to key attractions and activities, making it easier to enjoy all that the region has to offer.

Transportation Options

  • Car Rental Services: Renting a car allows you to explore the scenic beauty and hidden gems of the region with flexibility and ease, especially if your accommodation is situated in more remote parts of Sheffield.
  • Public Transportation: Local buses provide an affordable and reliable way to get around here, connecting you to key areas within and beyond the destination.
  • Taxi and Rideshare Services: Convenient for short trips or when traveling with luggage, these options offer quick access to local attractions from nearby vacation rentals.
  • Bicycle Rentals: For an eco-friendly and leisurely way to experience the area's natural charm, bicycle rentals are readily available and perfect for exploring here at your own pace.

Local Customs Options

  • Hunting Season Regulations: You should familiarize yourself with local hunting season customs and regulations to respect the area's outdoor traditions.
  • Folksy Hospitality: Embrace the warm, welcoming attitude that residents often extend to visitors here, reflecting the region's friendly community spirit.
  • Seasonal Folk Festivals: Participating in or observing local festivals during different seasons can offer insight into this area's cultural heritage and customs.
  • Respect for Nature: Maintaining a respectful attitude towards the natural environment is a cherished local custom, especially given the region's scenic landscapes.

Frequently Asked Questions About Sheffield?

1. What are the top vacation rentals in Sheffield?

There are a lot of options in Sheffield. If you plan on staying in the Sheffield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sheffield:

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

There are 2 vacation rentals with private pools near Sheffield. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 323 in the Sheffield 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 Sheffield. 

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

Cancellation policies vary depending on the property listing. You should review the specific policy outlined in the rental details or contact the property owner directly to ensure you understand any fees or restrictions before booking.

6. Are there any specific house rules or requirements I should know about before booking?

Yes, each vacation rental typically has its own set of house rules, which may include pet policies, check-in and check-out times, or quiet hours. It’s best to read these details carefully in the listing or reach out to the host for clarification.

7. How do I find a vacation rental with flexible booking options in this region?

Flexible booking options are often indicated on the listing pages. You can filter your search by properties offering flexible or free cancellation policies, or contact the host directly to discuss your needs.

8. What is the process for confirming and paying for my stay in this destination?

Once you select a vacation rental, you'll follow the booking process on the platform which typically involves submitting your reservation request, reviewing the terms, and completing payment through secure methods. Details and instructions are provided during the booking process.

9. Are pets allowed in vacation rentals in the area?

Pet policies differ among properties. Some rentals welcome pets while others do not. Be sure to check the specific property listing for pet allowances and any additional fees or restrictions before making your reservation.