Photo by Robbie Martin

Upton vacation rentals

We found 45 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Upton to find one that's perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you expect for your stay, which might include air conditioning and a pool. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Upton

Why visit Upton

  • Outdoor Adventures: Upton is a haven for outdoor enthusiasts, offering activities like hiking, fishing, and kayaking in its stunning natural surroundings.
  • Scenic Beauty: Enjoy breathtaking landscapes, serene lakes, and charming islands that provide a picturesque backdrop for relaxation and exploration.
  • Cozy Accommodations: Stay in inviting vacation rentals, including rustic log cabins and comfortable cottages, perfect for a peaceful retreat.
  • Friendly Community: Experience the warm atmosphere of Upton, where local residents welcome visitors with open arms.
  • Family-Friendly Activities: Engage in recreational activities suitable for all ages, making it an ideal destination for family vacations.

Popular types of accommodation in Upton

Planning a getaway to Upton? You're in for a treat. Discover the charm of the area with popular vacation rental options like cozy houses, rustic log cabins, and inviting chalets. Whether you're seeking a tranquil cabin in Upton or the comfort of the Upton House Inn, you'll find the perfect retreat to relax and recharge. Explore our selection of Upton vacation rentals and make your stay unforgettable.

  • Houses: The top choice for visitors in Upton, these homes offer spacious accommodations perfect for families or groups.
  • Cabins: A favorite among nature enthusiasts, cabins provide a cozy and rustic experience amidst the beautiful scenery.
  • Chalets: These charming mountain-style lodgings are ideal for those seeking a unique getaway with stunning views.
  • Condos: A convenient option for travelers, condos offer modern amenities and easy access to local attractions.
  • Cottages: These quaint and inviting spaces are perfect for a peaceful retreat or romantic escape.**

Top attractions near Upton

Upton, Maine, is the perfect destination for those seeking outdoor adventures and stunning scenery. Known for its beautiful national parks, serene lakes, and charming islands, Upton offers a romantic backdrop for vacations. Whether you're looking to explore nature or enjoy a beach experience, the local attractions cater to all types of travelers. Make sure to immerse yourself in the natural beauty that Upton has to offer during your visit.

  • Lake Umbagog: A picturesque lake perfect for relaxation and romance, offering stunning scenery and a serene beach atmosphere. Enjoy outdoor activities like swimming, kayaking, or simply lounging by the water.
  • Umbagog State Park: A haven for adventure lovers, this state park features captivating landscapes and ample opportunities for hiking, fishing, and wildlife viewing amidst its scenic beauty.
  • Errol Town Hall: A charming town hall that serves as the heart of local governance, showcasing the town's history and community spirit. It's a great place to learn about local events and culture.

Things to do recommended for couples

For a romantic getaway in Upton, Maine, embrace the thrill of the Quantum Leap, Jordan Mountain, or North Peak Express Ski Lifts, all 17 miles away. Experience the excitement of skiing together while enjoying the breathtaking winter landscapes that surround you.

Things to do recommended for families

Families can explore the beautiful trails of the Upton Wildlife Management Area, perfect for hiking and birdwatching. Enjoy a picnic at the scenic lakeside or take part in seasonal activities like fishing and canoeing, providing a fun and memorable outdoor experience for everyone.

Things to do recommended for groups

Explore the scenic Grafton Notch Trailhead for an adventurous hike just 8 miles from Upton. Enjoy a round of golf at the Sunday River Golf Club, located 16 miles away, or immerse yourselves in local culture at the Berlin Farmers Market LocalWorks, 18 miles from Upton.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Upton

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences with the appropriate filters. Here are some helpful tips for booking on Vrbo.

  • Traveling to Upton with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Upton with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Upton: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Upton: If you’re in search of vacation rentals that offer discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Upton

Upton, Maine, offers a charming escape for outdoor enthusiasts and those seeking picturesque scenery. Nestled in the serene Maine woods, this cozy village is perfect for romantic getaways and family-friendly vacations. Explore nearby towns for friendly atmospheres and recreational activities, or unwind in a charming vacation home or cottage. With its breathtaking landscapes and warm community spirit, Upton is an ideal destination for memorable excursions and relaxation.

  • Errol: Nestled in the heart of the White Mountains, Errol is a haven for outdoor enthusiasts and those seeking picturesque scenery. This charming city offers a romantic atmosphere, perfect for couples looking to escape the hustle and bustle. Visitors can enjoy exhilarating activities such as skiing at nearby ski resorts or exploring the beautiful landscapes of the national state park. With its stunning lakes and majestic mountains, Errol provides ample opportunities for hiking, fishing, and enjoying nature's tranquility, making it an ideal spot for adventure seekers and relaxation alike.
  • Newry: Known for its thrilling adventure sports, Newry is a vibrant city that attracts ski enthusiasts from all over. Located near Upton, it boasts top-notch ski fields and resorts that cater to all skill levels, from beginners to seasoned pros. Beyond skiing, visitors can explore the breathtaking mountain views and serene lakes, perfect for a summer getaway. The area’s abundant water features also offer exciting opportunities for kayaking and fishing, ensuring that every traveler can find their ideal outdoor activity in this picturesque location.
  • Cambridge: Just a short drive from Upton, Cambridge is a delightful city brimming with outdoor adventures and scenic beauty. The area is known for its stunning lakes and proximity to national state parks, making it a great destination for hiking and camping enthusiasts. Families can also enjoy a day at the local theme park, filled with fun rides and attractions. Whether you’re looking to immerse yourself in nature or seek thrilling adventures, Cambridge offers a perfect blend of relaxation and excitement just waiting to be explored.

Best time to go to Upton

If you're planning a trip to Upton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January14.4°F (-9.8°C)Light RainMostly CloudyLowSlightly High
February16.5°F (-8.6°C)Light RainMostly CloudyLowSlightly High
March25.0°F (-3.9°C)Light RainMostly CloudyAverageAverage
April36.9°F (2.7°C)Light RainMostly CloudyHighAverage
May51.1°F (10.6°C)Light RainMostly CloudyHighSlightly Low
June59.0°F (15.0°C)Light RainMostly CloudyAverageAverage
July65.3°F (18.5°C)Light RainMostly SunnyAverageAverage
August63.5°F (17.5°C)Light RainMostly SunnyHighAverage
September56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly Low
October44.6°F (7.0°C)Light RainMostly CloudyAverageSlightly Low
November32.0°F (0.0°C)Light RainMostly CloudyLowAverage
December21.7°F (-5.7°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is simple

Are you aiming to save money on your next vacation? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that meets your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage and organize your travel arrangements. You can easily access the properties you've saved and booked, now categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Upton getaway

Experience the unique character of Upton with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Upton

Do you want to find attractions to visit while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Upton a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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 spend some time taking in the scenery, Upton is a great place to get out in nature. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Rangeley Lake State Park (22.1 mi / 35.5 km)
  • Rangeley Lake (23 mi / 37 km)

Frequently asked questions

What is the best area to stay in Upton, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in Upton, Maine, the area around the scenic mountains and forests is a fantastic choice. This region offers a tranquil retreat with a variety of rental properties that cater to different preferences, from cozy cabins to charming lodges.

One of the top attractions in the vicinity is the picturesque Grafton Notch State Park, which is ideal for outdoor enthusiasts looking to hike, bike, or enjoy nature. The park features stunning views, unique geological formations, and several well-maintained trails. Additionally, nearby, you can explore the beautiful Androscoggin River, which provides opportunities for fishing, kayaking, and enjoying serene riverside picnics.

Staying in this area not only ensures access to these natural wonders but also places you within a short drive of quaint local shops and eateries that highlight the charm of rural Maine.
How much does it cost to rent a vacation home in Upton?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upton to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upton vacation house rentals?
You can find great discounts on house rentals in Upton on Vrbo, 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 find long-stay vacation rentals in Upton?
A long-stay vacation rental in Upton is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Upton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Upton with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
When is the best time to visit Upton for a vacation rental?
April marks the beginning of the peak season in Upton, Maine, drawing in travelers seeking a blend of relaxation and outdoor adventure. This vibrant month kicks off the spring, inviting guests to explore the stunning natural beauty of the area as it bursts into bloom.

From April to June, visitors can enjoy a variety of activities, including hiking, fishing, and scenic drives through the picturesque landscapes of western Maine. Temperatures in April typically range from the mid-30s to mid-60s Fahrenheit, creating a comfortable atmosphere for outdoor pursuits and sightseeing. The lush surroundings provide an ideal backdrop for those looking to unwind or partake in leisurely explorations.

If you're looking for a more budget-friendly option, consider visiting in February. While this is typically viewed as the low season, it offers a serene environment for those who appreciate winter's quiet charm. Guests can indulge in cozy evenings by the fire and the opportunity to experience the peaceful, snow-covered landscapes.

Ultimately, the best time to visit Upton depends on your preferences—whether you're eager to join the vibrant spring activities or prefer the tranquility of a winter getaway.
How early should I book a Upton vacation rental?
Book your Upton vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upton, Maine, United States of America?
In Upton, Maine, visitors can enjoy a variety of outdoor attractions that highlight the area's natural beauty. The scenic Androscoggin River offers opportunities for fishing, kayaking, and canoeing, making it a popular spot for water enthusiasts. Nearby, the Mahoosuc Range provides excellent hiking trails, including access to the Appalachian Trail, which attracts hikers looking for stunning views and nature experiences.

For those interested in winter sports, the surrounding areas host snowmobiling trails and cross-country skiing opportunities, allowing visitors to explore the snowy landscapes. Upton is also close to the picturesque Grafton Notch State Park, where travelers can discover beautiful waterfalls, scenic vistas, and diverse wildlife.

Local events and community gatherings often take place in the summer, providing a chance to engage with the friendly residents and experience the charm of this small town.
Can I change or cancel my Upton home rental booking on Vrbo?
To find Upton vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upton vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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