Orange holiday lettings

We found 34 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Orange to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Find the perfect holiday rental for your Orange getaway

Learn about the unique charm of Orange with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Orange

Do you want to discover attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that makes Orange a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Northfield Mountain Recreation Center (8.3 mi / 13.4 km)
  • Winchester Speedpark (15.4 mi / 24.8 km)
  • Elements Hot Tub Spa (18.1 mi / 29.1 km)
  • Hardwick Vineyard and Winery (18.6 mi / 29.9 km)
  • Cathedral of the Pines (20.7 mi / 33.4 km)
  • Ellinwood Country Club (5 mi / 8.1 km)

Exploring the natural landscape of Orange

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Orange. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Metacomet-Monadnock Trail (7.6 mi / 12.3 km)
  • Lake Wyola State Park (8.7 mi / 14 km)
  • Turner Falls (12.5 mi / 20.1 km)
  • Laurel Lake (13 mi / 21 km)
  • Quabbin Reservoir Watershed Reservation (13.2 mi / 21.3 km)
  • Barre Common District (15.6 mi / 25 km)

Transport to and around Orange

The nearest airport is in Worcester, MA (ORH-Worcester Regional), located 31.5 mi (50.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Hartford, CT (BDL-Bradley Intl.), which is 49.5 mi (79.7 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Orange?
Prices for holiday rentals in Orange 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 Orange 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 Orange holiday house rentals?
You can find great discounts on house rentals in Orange 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.
What is the most popular type of holiday rental accomodation in Orange?
In Orange, Massachusetts, various types of holiday rentals are available, including cottages, apartments, holiday houses, and mobile homes, with several options in each category. Cottages often provide a charming, rustic experience, typically featuring kitchen facilities and outdoor spaces for enjoying the scenic surroundings. Apartments offer a more modern stay, generally equipped with essential amenities and comfortable living areas. Holiday houses can accommodate larger groups, providing multiple bedrooms, spacious kitchens, and often outdoor patios or gardens for relaxing. Mobile homes present a unique option, often situated in quiet areas, allowing guests to enjoy a cozy feel.
Are there any family house rentals in Orange?
In Orange, Massachusetts, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The town is surrounded by beautiful natural landscapes, offering plenty of outdoor activities. Many homes in this area feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play safely.Visitors can explore nearby attractions such as the scenic Quabbin Reservoir, which is great for hiking and picnicking, or enjoy family outings at local parks.
Can I find long-stay holiday rentals in Orange?
A long-stay holiday rental in Orange 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Orange?
In Orange, Massachusetts, there are several pet-friendly house rentals available, making it a great choice for travellers looking to bring their furry companions along. Many of these holiday homes offer amenities such as spacious gardens, fully equipped kitchens, and comfortable living areas, allowing for a relaxing stay.The rentals are often situated in peaceful neighbourhoods that provide easy access to local parks and recreational areas, great for pet owners seeking outdoor activities. The nearby Orange Town Common and the Millers River offer scenic spots for walks and picnics, ensuring that both you and your pet can enjoy the natural beauty of the region.
Are there any remote work holiday rentals in Orange?
In Orange, Massachusetts, there are some remote work holiday rentals available, with around 18 options to choose from. These accommodations often cater to the needs of travellers looking to balance work and leisure. Many properties come equipped with Wi-Fi, ensuring reliable internet access for remote work. Additionally, travellers can expect comfortable living spaces that may include dedicated work areas, free Wi-Fi in both rooms and public areas, and amenities designed for an extended stay, such as kitchen facilities.The town itself offers a quaint New England atmosphere, with nearby parks and scenic spots for relaxation during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orange holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Orange 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 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.
What are popular rental amenities in Orange?
In Orange, Massachusetts, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy the comforts of home. Many rentals also feature cozy fireplaces, superb for creating a warm atmosphere during colder months. A coffee and tea maker is often provided, suiting those who appreciate a hot beverage at any time of day. Additionally, onsite parking is typically available, making it convenient for travellers with vehicles. Many properties also boast porches or lanais, offering a pleasant space to relax and appreciate the surrounding natural beauty.
When is the best time to visit Orange for a holiday rental?
The peak season for visiting Orange, Massachusetts, runs from June to August, with July being the most popular month for holiday rentals. This vibrant period draws families and adventure enthusiasts alike, eager to explore the lush landscapes and outdoor activities that the area has to offer. With warm temperatures averaging around 25 to 30 degrees Celsius, visitors can fully enjoy hiking, cycling, and picnicking in the beautiful local parks.During these summer months, the atmosphere in Orange is lively, making it an excellent time to engage with the community and partake in various festivals and events. The pleasant weather also allows for comfortable sightseeing, whether you're exploring the charming town centre or venturing into the nearby Quabbin Reservoir for stunning views and wildlife watching.If you're looking for a more budget-friendly option, consider visiting in November. This month, while quieter, presents a lovely opportunity to appreciate the tranquil beauty of Orange as the fall foliage transitions into a serene winter landscape. You can enjoy peaceful walks and the crisp autumn air without the crowds, making it an ideal time for reflection and relaxation.
How early should I book a Orange holiday rental?
Book your Orange holiday 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 holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Orange?
In Orange, Massachusetts, visitors can enjoy a variety of attractions that highlight the natural beauty and historical significance of the area. The Orange Town Common is a lovely spot for a leisurely stroll, featuring picturesque views and a central location for local events. Nearby, the historic Memorial Park offers recreational facilities and scenic walking paths along the Millers River, making it an excellent place for outdoor activities.For those interested in local history, the Orange Historical Society provides insights into the town's past, while a visit to the nearby Erving State Forest offers opportunities for hiking, fishing, and enjoying the lush scenery. The charming downtown area features quaint shops and eateries, great for exploring the local culture.
Can I change or cancel my Orange home rental booking on Vrbo?
To find Orange holiday 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 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 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, Vrbo 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 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 Orange holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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