Upton holiday rentals

We found 170 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Upton that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a pool and a washer and dryer. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Book a holiday rental for your Upton getaway

Learn about the unique charm of Upton with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Upton

Do you want to discover attractions to visit in the area? Venture out of your holiday home and check out everything that Upton has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Westborough Country Club (6.3 mi / 10.1 km)
  • Blissful Meadows Golf Club (10.6 mi / 17.1 km)
  • Cyprian Keyes (13 mi / 20.9 km)
  • Wright's Chicken Farm Gift Shop (13 mi / 21 km)
  • Fun and Games Family Entertainment Center (13.6 mi / 21.9 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (16.6 mi / 26.6 km)

Exploring the natural landscape of Upton

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Upton. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • New England Baseball Complex (8.4 mi / 13.5 km)
  • EcoTarium (10.7 mi / 17.2 km)
  • Breezy Picnic Grounds & Waterslides (10.9 mi / 17.6 km)
  • Elm Park (13 mi / 20.9 km)
  • Tower Hill Botanic Garden (14.4 mi / 23.2 km)
  • Cochituate State Park (14.8 mi / 23.8 km)

Travelling to and around Upton

The nearest airport is in Worcester, MA (ORH-Worcester Regional), located 15.2 mi (24.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Pawtucket, RI (SFZ-North Central State), which is 18.6 mi (29.9 km) away.

Frequently asked questions

What is the best area to stay in Upton when booking a holiday rental?
When considering a holiday rental in Upton, Massachusetts, the charming neighbourhoods surrounding the town offer a delightful experience. One of the most appealing areas is the vicinity near the town centre, where you can enjoy a quaint atmosphere complemented by local eateries and shops. Staying here provides convenient access to the beautiful Upton State Forest, superb for nature lovers who wish to explore scenic trails and enjoy outdoor activities.Another excellent option is the area near the Blackstone River, which not only offers picturesque views but also invites you to take leisurely walks along the riverbanks. This neighbourhood is close to the historic sites and parks that Upton is known for, such as the Shining Rock Golf Club, which is a great spot for golf enthusiasts.While Upton is a small town offering a limited number of holiday rentals, the surrounding areas provide a range of options that cater to different preferences.
What is the most popular type of holiday rental accomodation in Upton?
In Upton, holiday houses are the most popular type of holiday rental, with several available throughout the area. These properties often come with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many of these homes also feature outdoor spaces such as gardens or patios, superb for relaxing after a day of exploring the picturesque surroundings.
Are there any family house rentals in Upton?
In Upton, Massachusetts, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The town is located in a picturesque setting, with access to various outdoor activities that families can enjoy together. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.Families may appreciate the proximity to local parks and recreational areas, such as Upton State Forest, which offers trails for hiking and nature walks. Additionally, visitors can explore nearby attractions like the historic town centre, which showcases charming shops and eateries.
Are there pet-friendly house rentals in Upton?
In Upton, Massachusetts, there are several pet-friendly house rentals available, making it a suitable destination for travellers with pets. Many of these holiday homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, great for families or groups. Some rentals may also offer additional conveniences like laundry facilities and outdoor spaces for pets to enjoy.The area is surrounded by charming parks and nature reserves, providing opportunities for outdoor activities with your furry companions. Nearby places like Upton State Forest offer scenic walking trails and picnic areas, ensuring that both you and your pet can enjoy the natural beauty of the region.
Are there any remote work holiday rentals in Upton?
In Upton, Massachusetts, there are several holiday rentals that cater to remote workers, providing a suitable environment for productivity. Many properties offer amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks. These features allow guests to work efficiently while enjoying the comforts of a cozy feel.The town itself is charming, with a quaint New England feel, and is conveniently located near parks and local shops, which can serve as great spots for relaxation during breaks. Additionally, the surrounding area offers picturesque scenery and outdoor recreational opportunities, making it an appealing choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Upton?
In Upton, popular rental amenities cater to families and those seeking a comfortable stay. Many holiday rentals feature kitchens, allowing guests to prepare their own meals, and cosy living areas often equipped with fireplaces for a warm atmosphere during colder months. Outdoor spaces such as decks or patios are common, providing a lovely spot to enjoy the fresh air. Additionally, properties typically include a desk, which is ideal for those needing to catch up on work or plan their next day's activities. For families, many rentals also offer a selection of books for children, ensuring entertainment for younger guests.
When is the best time to visit Upton for a holiday rental?
The peak season for visiting Upton typically spans from May to July, making it a vibrant time for holiday rentals. This period attracts families and outdoor enthusiasts eager to enjoy the lush landscapes and numerous recreational activities available in the area. With warm temperatures averaging around 20 to 30 degrees Celsius, it's a great backdrop for hiking, cycling, and exploring the scenic trails of the nearby Blackstone River Valley.July stands out as the most popular month, bustling with activity as visitors flock to enjoy local events and outdoor festivals. The atmosphere is lively, with plenty of opportunities to engage with the community and enjoy seasonal festivities. This is an ideal time for those who appreciate a vibrant social scene and enjoy making the most of the warm weather.For those seeking a more budget-friendly experience, consider planning your visit in January. This month, while quieter, offers a unique charm with winter landscapes and the chance for cosy indoor activities, such as visiting local shops or enjoying a warm beverage in a quaint café.Ultimately, the best time to book a holiday rental in Upton will depend on your preference for a bustling summer atmosphere or a serene winter retreat.
What are the top attractions in Upton?
In Upton, Massachusetts, visitors can enjoy a variety of attractions that highlight the area's natural beauty and community spirit. The Upton State Forest is a prominent feature, offering miles of trails for hiking and biking, making it a great spot for outdoor enthusiasts. Here, you can immerse yourself in the serene environment while exploring the diverse flora and fauna.Another point of interest is the historic downtown area, where you can find charming shops and local eateries that reflect the small-town character of Upton. The Upton Town Common is often a hub for community events and gatherings, providing a picturesque setting for a leisurely stroll or a picnic.For those interested in history, the Upton Historical Society offers insights into the town's rich past, with various historical landmarks scattered throughout the area.
Are all fees included in the Upton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Upton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Upton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Upton holiday homes?
You can find great discounts on holiday homes in Upton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Upton holiday home booking on Stayz?
To find Upton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Upton?
A long-stay holiday home in Upton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Upton holiday home?
Book your Upton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Upton?
Prices for holiday homes in Upton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Upton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.