Photo by Robbie Martin

Upton holiday rentals

We found 45 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Upton to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose 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. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Upton

Do you want to discover top things to see and do in the city? Venture out of your holiday home and check out everything that makes Upton a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sunday River Golf Club (15.5 mi / 25 km)
  • Sunday River (17 mi / 27.4 km)

Exploring the natural features in Upton

Whether you're looking for fun outdoor activities or just want to take in the scenery, Upton is a great place to get out in nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Lake Umbagog (5 mi / 8 km)
  • Angel Falls (16 mi / 25.7 km)
  • Sunday River (17.3 mi / 27.8 km)
  • Mooselookmeguntic Lake (18.4 mi / 29.6 km)
  • Howard Pond (19.3 mi / 31.1 km)
  • Bald Mountain Trailhead (20.8 mi / 33.4 km)

Frequently asked questions

When is the best time to visit Upton for a holiday rental?
April marks the beginning of the peak season in Upton, Maine, where visitors flock to enjoy the beautiful spring weather and the allure of outdoor adventures. This time of year, extending through June, is particularly popular for those seeking hiking, fishing, and exploring the stunning landscapes of the surrounding area. As the snow melts away, the region comes alive with vibrant colours and a lot of activities.April typically offers mild temperatures ranging from 5 to 15 degrees Celsius, making it ideal for comfortable outdoor pursuits. It's a wonderful time to experience the natural beauty of Upton, with opportunities for birdwatching and enjoying local flora as it begins to bloom.For those seeking a more economical option, February presents a quieter atmosphere, superb for a peaceful retreat. While temperatures can be chilly, ranging from -5 to 5 degrees Celsius, this month is an excellent time for winter sports enthusiasts who appreciate snowshoeing or cross-country skiing in the serene wilderness.Ultimately, the best time to visit Upton depends on your preference for vibrant spring activities or a tranquil winter escape.
What are the top attractions in Upton?
In Upton, Maine, visitors can enjoy a range of natural attractions that highlight the area's stunning landscapes. The nearby Grafton Notch State Park is a popular destination, offering scenic hiking trails, waterfalls, and breathtaking views of the surrounding mountains, superb for outdoor enthusiasts.For those interested in fishing or kayaking, the Androscoggin River provides excellent opportunities for water activities amidst picturesque settings. The local area is also known for its tranquility, making it an ideal spot for those looking to escape the hustle and bustle of city life and immerse themselves in nature.Additionally, the quaint charm of the town itself, with its historic buildings and community spirit, provides a great experience for visitors.
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.

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