Rutland Holiday Rentals

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Our top choices for Rutland holiday rentals

Bright Charming/Netflix/Roku

Bright Charming/Netflix/Roku
2.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"Was a great stay, check-in and the apartment was as described and host was very friendly"
United States
David C.
Bright Charming/Netflix/Roku

Cozy Adventure filled Escape

Cozy Adventure filled Escape
2.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"The rooms were cozy and clean. The radiant heat felt great. The building was solid and sounds from other guests were muted. The host was also friendly. "
United States
Craig
The price is AU$399
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Adventure filled Escape

Your Luxurious Getaway in Worcester

Your Luxurious Getaway in Worcester
2.0 star property
Worcester
The price is AU$164
includes taxes & fees
22 Jan - 23 Jan 2026
Your Luxurious Getaway in Worcester

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (225)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is AU$456
includes taxes & fees
30 Dec - 31 Dec
Spacious Massachusetts Apartment #2

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is AU$456
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in town center #1

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
Ware
10.0 out of 10, Exceptional, (4)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
The price is AU$244
includes taxes & fees
29 Dec - 30 Dec
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (30)
"Nice location and a very cool place to stay "
United States
Samson M.
The price is AU$751
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
2.0 star property
Worcester
10.0 out of 10, Exceptional, (2)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is AU$444
includes taxes & fees
29 Dec - 30 Dec
Grand Worcester Getaway! Pets Welcome! Comfortable

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"
United States
Barb S.
The price is AU$343
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious & Clean 3BR APT near Clark University

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (14)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is AU$588
includes taxes & fees
28 Dec - 29 Dec
Home Away from Home!

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (27)
"The house had everything our family needed for a fun and relaxing stay. Great house and yard on a beautiful spot on the lake! Highly recommend!!"
United States
Carol W.
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (24)
"Our stay at the beautiful cabin was absolutely delightful. Everything was exactly as described, and Kathleen went above and beyond to make sure we had a wonderful time. We highly recommend this place and will definitely be bringing our family back again next time we are in the area! Thank you for providing us with a relaxing and peaceful stay. "
United States
Nancy G.
The price is AU$784
includes taxes & fees
5 Jan - 6 Jan 2026
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Beautiful Guest Cabin on Quiet Estate

Beautiful Guest Cabin on Quiet Estate
2.0 star property
Northborough
The price is AU$830
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Guest Cabin on Quiet Estate

Beautifully updated home located just minutes from downtown Worcester.

Beautifully updated home located just minutes from downtown Worcester.
2.0 star property
Worcester
The price is AU$541
includes taxes & fees
5 Jan - 6 Jan 2026
Beautifully updated home located just minutes from downtown Worcester.

Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett
Fitchburg
10.0 out of 10, Exceptional, (12)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
United States
Catherine
The price is AU$601
includes taxes & fees
27 Dec - 28 Dec
Modern 3BR Near FSU • 15 Min to Wachusett

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (6)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is AU$759
includes taxes & fees
28 Dec - 29 Dec
Spacious 4-bedroom with four and half bathrooms

Electric House - Cozy Downtown stay

Electric House - Cozy Downtown stay
2.0 star property
Canal District
The price is AU$628
includes taxes & fees
5 Jan - 6 Jan 2026
Electric House - Cozy Downtown stay

Feels Like Home - BBQ, Yard, Fire Pit

Feels Like Home - BBQ, Yard, Fire Pit
Fitchburg
The price is AU$701
includes taxes & fees
26 Dec - 27 Dec
Feels Like Home - BBQ, Yard, Fire Pit

12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
The price is AU$609
includes taxes & fees
5 Jan - 6 Jan 2026
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rutland Hotel Reviews

Find out more about Rutland

Everything you need to know about Rutland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rutland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland holiday rentals we have selected for you start as low as AU$244 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Rutland?

Yes, there are holiday rentals close to the most popular sights in Rutland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rutland has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Rutland is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like 1761 Old Mill Gift Shop, or get outside and enjoy nature at Tower Hill Botanic Garden. Rutland State Park and Wachusett Mountain State Reservation are a couple of places you'll find in the wider area.

What’s a holiday rental in Rutland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rutland. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.