Rutland, Massachusetts holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Rutland to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Rutland

Beautiful Private Lakehouse & Infinity Pool Next To Wachusett & Great Wolf Lodge

Sleeps 10 · 4 bedrooms · 4+ bathrooms

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

Book a holiday rental for your Rutland getaway

Learn about the unique charm of Rutland 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 Rutland

Are you hoping to discover attractions to see in the area? Venture out of your cosy holiday rental and experience everything that Rutland has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

Wachusett Mountain Ski Area (9.3 mi / 15 km)
Cyprian Keyes (10.4 mi / 16.7 km)
Davis' Farmland & Mega Maze (12.2 mi / 19.7 km)
Great Wolf Lodge Waterpark (13.1 mi / 21.1 km)
Game On Fitchburg (14.5 mi / 23.4 km)
Hardwick Vineyard and Winery (15.5 mi / 24.9 km)

Exploring the natural landscape of Rutland

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 Rutland. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

Wachusett Mountain State Reservation (9 mi / 14.5 km)
Tower Hill Botanic Garden (11.3 mi / 18.2 km)
Rock House Reservation (14.4 mi / 23.2 km)
New England Baseball Complex (15.5 mi / 24.9 km)
Buffumville Lake (17.4 mi / 28 km)
Quabbin Reservoir Watershed Reservation (18.7 mi / 30 km)

Transport options to and around Rutland

Fly into Worcester, MA (ORH-Worcester Regional), the closest airport, located 8 mi (12.9 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Rutland?

Houses are the most popular type of holiday home in Rutland, according to our data. Even if you’ve got a different idea about what you want, Stayz has holiday homes in loads of shapes and sizes. Filter our options to find your perfect Rutland pad.

How much does it cost to rent a holiday home in Rutland?

The average price for a holiday home in Rutland is determined by several factors, such as length of stay, property type and season. Whether you’re looking for a sprawling house with room for friends and family or a quaint cottage just for the two of you, just enter your travel dates to discover stays that offer great value.

How much does it cost to rent a beach house in Rutland?

Prices for beach houses in Rutland vary depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Stayz and how many guests to view your holiday home options and prices. From there you can use our filters to narrow your search results by nearby activities, ratings, amenities and more.

What are popular home amenities in Rutland?

A garden, a swimming pool and a porch rank as the most popular home amenities in Rutland. Whether you’re taking a trip alone, with your other half or a group of family members, Stayz can help you find a holiday home that matches your style with all the options you need.

What are the top attractions for families in Rutland?

Keeping the kids amused during your Rutland holiday is child’s play with these top family-friendly attractions:

Wachusett Meadow Wildlife Sanctuary
Central Rock Climbing Centre
Wachusett Mountain State Reservation

How old do you have to be to rent a holiday home in Rutland?

The minimum age is generally 16, 18 or 21. It can differ from one property to another on Stayz, so look at the rules of your chosen Rutland holiday home before booking your stay.

How long can I rent a holiday home in Rutland for?

How long you can book a holiday home in Rutland is up to the property. Simply enter your selected travel dates to look at a list of options offering extended stays. With tons of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere just right to call your home away from home in Rutland.