Rutland Holiday Rentals

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Holiday Rentals in Rutland

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very good, (211)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
United States
Derek
Residences at Solomon Pond

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (4)
"Excellent place to stay, plenty of room and spotless clean"
United States
Ellen y.
The price is AU$800
includes taxes & fees
12 Nov - 13 Nov
Spacious 4-bedroom with four and half bathrooms

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.4 out of 10, Exceptional, (180)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
United States
PeterJanet S.
Beautiful Lakefront Home with Private Beach

Relaxing, Holiday Retreat, Pool, fireplace

Brimfield
10.0 out of 10, Exceptional, (32)
"We stayed at Abigail’s nest a couple weekends ago for a lowkey bachelorette weekend by the pool and Kim and her house were more amazing that we could’ve imagined. The house was absolutely gorgeous and clean and the yard and pool were as well. We relaxed by the pool and had an absolute blast celebrating our bride! We are so grateful to have found this gem! Kim was great and communicative the entire time and we are all grateful for a fantastic weekend. Thanks again Kim!"
United States
Casey G.
Relaxing, Holiday Retreat, Pool, fireplace

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Spencer
10.0 out of 10, Exceptional, (199)
"Water front was a perfectly serene escape. House was cute and had everything we needed for a quiet getaway. Would absolutely stay here again. "
United States
Rich L.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Home Near Skiing & Downtown Worcester

3.0 star property
Worcester
Home Near Skiing & Downtown Worcester

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Sturbridge
9.8 out of 10, Exceptional, (88)
"We had a great time on the lake!"
United States
Christopher S.
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

West Brookfield
10.0 out of 10, Exceptional, (14)
"Loved the lake house! Would stay again."
United States
Kimberly M.
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

2.0 star property
Sturbridge
The price is AU$657
includes taxes & fees
18 Nov - 19 Nov
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Lake House in Sturbridge w/All the Views!

Sturbridge
9.8 out of 10, Exceptional, (19)
"We came for an end of school year relaxation break(teachers will understand) the house was beautiful and close to good restaurants. We will definitely consider staying again"
United States
Tim T.
The price is AU$1,400
includes taxes & fees
9 Nov - 10 Nov
Lake House in Sturbridge w/All the Views!

1 Mi to Downtown & Palladium: Worcester Getaway!

3.0 star property
Worcester
10.0 out of 10, Exceptional, (1)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
1 Mi to Downtown & Palladium: Worcester Getaway!

Lakefront Cottage 2 Mi to Palladium in Worcester!

3.0 star property
Worcester
Lakefront Cottage 2 Mi to Palladium in Worcester!

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"Cute apartment"
United States
Mark S.
The price is AU$468
includes taxes & fees
20 Nov - 21 Nov
Spacious Massachusetts Apartment #2

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

Westminster
10.0 out of 10, Exceptional, (23)
"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "
United States
Michael T.
The price is AU$854
includes taxes & fees
9 Dec - 10 Dec
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
Worcester
10.0 out of 10, Exceptional, (22)
"I just wanna say that everything about the listing is on point. My cousins and I had a great snowboarding weekend at Mount Wachusett and this property was the perfect location for us. Both Spacious and Clean the property is near everything and just a 25 min drive to the slopes..Will definitely stay there again.. "
United States
Manny D.
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is AU$620
includes taxes & fees
12 Nov - 13 Nov
Home Away from Home!

Quaint 2-bedroom waterfront Aframe cabin

Spencer
10.0 out of 10, Exceptional, (2)
"Property was the perfect compliment to our disc golf trip. It was exactly as advertised, convenient location to the course, and wonderful and accommodating owners. Beautiful setting on the lake. I highly recommend this property and commend the owners for their hospitality."
United States
James T.
Quaint 2-bedroom waterfront Aframe cabin

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Shrewsbury
9.8 out of 10, Exceptional, (39)
"WE enjoyed our stay."
United States
Carolyn B.
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Douglas
10.0 out of 10, Exceptional, (135)
"Wonderful location!!!"
United States
Kimberly M.
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester
8.0 out of 10, Very good, (1)
Worcester Home on Indian Lake w/ Shared Boat Dock!
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$468 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?

Spacious 4-bedroom with four and half bathrooms: This holiday home rental outside of Rutland is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like EcoTarium, 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.