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Top Holiday Rentals in Rutland

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (182)
"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

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (169)
"We had a great time staying at this property for a post-Christmas family celebration"
Beautiful Lakefront Home with Private Beach

Spacious 4-bedroom house in wonderful Worcester Area

The price is £383
includes taxes & fees
1 Jul - 2 Jul
Spacious 4-bedroom house in wonderful Worcester Area

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

10.0 out of 10, Exceptional, (20)
"We loved our stay. We were caught in a snowstorm and the owner was so kind about us being delayed at checkout from the snow. 10/10, would stay again."
The price is £541
includes taxes & fees
8 Jul - 9 Jul
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

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

9.6 out of 10, Exceptional, (25)
"A very relaxing weekend getaway."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (26)
"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

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

10.0 out of 10, Exceptional, (187)
"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

Lakefront Cottage 2 Mi to Palladium in Worcester!

10.0 out of 10, Exceptional, (1)
"The property is very well kept. The hosts are very responsive."
Lakefront Cottage 2 Mi to Palladium in Worcester!

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

9.6 out of 10, Exceptional, (23)
"Love this place. Quiet and has everything you need to feel welcome. Thank you to Eben the host as he is always on top of things"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Home Away from Home!

10.0 out of 10, Exceptional, (7)
"Thank you for our little stay-cation! The property was beautiful and was exactly as expected. Plenty of rooms and bathrooms. My only wish was for more mirrors for us all to do our make up. But we made it work. "
The price is £297
includes taxes & fees
1 Jul - 2 Jul
Home Away from Home!

Beautiful two-story home close to downtown worcester 5beds-4bedroom

8.8 out of 10, Excellent, (11)
"Nice place."
The price is £342
includes taxes & fees
1 Jul - 2 Jul
Beautiful two-story home close to downtown worcester 5beds-4bedroom

One Bedroom Apartment with Separate Bunk Bed Area

9.6 out of 10, Exceptional, (18)
"Nice property, very clean & well equipped. Perfect for me & my husband. Will definitely book again."
One Bedroom Apartment with Separate Bunk Bed Area

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester

Spacious and luxurious 3-bedroom home w/jetted bathtub

9.2 out of 10, Wonderful, (5)
"Only caveats are the air conditioning is primitive"
Spacious and luxurious 3-bedroom home w/jetted bathtub

Worcester Home on Indian Lake w/ Shared Boat Dock!

3.0 star property
Worcester Home on Indian Lake w/ Shared Boat Dock!

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (4)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage

Modern Mid-Century in Fitchburg

10.0 out of 10, Exceptional, (2)
"The home is beautifully renovated, very clean and comfortable. I would definitely stay here again next time I’m in town."
Modern Mid-Century in Fitchburg

❤️Upscale, Zen Retreat for Non-Smokers ❤️

10.0 out of 10, Exceptional, (38)
"The hosts are amazing. There is not only attention to detail and anticipation of needs but personalized attention. We hope to book again when visiting my family in the area."
❤️Upscale, Zen Retreat for Non-Smokers ❤️

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

9.8 out of 10, Exceptional, (86)
"We had a great time on the lake!"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (18)
"We enjoyed our stay. It was quiet and relaxing"
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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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 house in wonderful Worcester Area: 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.