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Top Holiday Rentals in Rutland

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (189)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
Residences at Solomon Pond

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

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

9.8 out of 10, Exceptional, (87)
"We enjoyed our stay. As a family of cooks the kitchen was very small and this was a bit of a challenge. It is a very relaxing cottage and we enjoyed the water even if it was a bit cold as our time was in April. I would certainly return to this rental. It is very clean and the sun room was wonderful."
The price is £455
includes taxes & fees
28 Aug - 29 Aug
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is £387
includes taxes & fees
20 Aug - 21 Aug
Spacious 4-bedroom with four and half bathrooms

Close to Colleges: Worcester Apt w/ Lake Access!

10.0 out of 10, Exceptional, (10)
"This is a super clean spacious apartment. Comfortable and convenient to restaurants and shopping. Host was very attentive to any questions or problems. Highly recommended! "
Close to Colleges: Worcester Apt w/ Lake Access!

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

10.0 out of 10, Exceptional, (191)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

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

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is £437
includes taxes & fees
9 Sept - 10 Sept
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (21)
"We found this house to be a slice of serenity in Worcester. Close to everything, but felt like a get away. "
Worcester Home on Indian Lake w/ Shared Boat Dock!

Home Away from Home!

9.2 out of 10, Wonderful, (11)
"Lots of bedrooms with a great family gathering space. Quiet neighborhood. Would stay again at this property. Nicely decorated. "
The price is £300
includes taxes & fees
18 Aug - 19 Aug
Home Away from Home!

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (20)
"Matressess were outdated but otherwise great!"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Modern Mid-Century in Fitchburg

10.0 out of 10, Exceptional, (5)
"Great property close to where we needed to be."
Modern Mid-Century in Fitchburg

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

2.0 star property
10.0 out of 10, Exceptional, (16)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

9.8 out of 10, Exceptional, (87)
"My family stayed here while in town for a family wedding. The house was very spacious and well stocked. Location was convenient for our events in Westminster. "
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

9.6 out of 10, Exceptional, (23)
"In town for wedding, great stay for the boylston area!"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (4)
"Beautiful cottage on the lake. Everything seams new and spotless. Would definitely stay again."
Modern Waterfront Gem w/ Dock on Lake Monomonac

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester

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

10.0 out of 10, Exceptional, (21)
"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. "
The price is £389
includes taxes & fees
26 Aug - 27 Aug
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

10.0 out of 10, Exceptional, (1)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!
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

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 Wachusett Mountain State Reservation. Rutland State Park and Wachusett Mountain Ski Area 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.