Rutland Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Rutland holiday rentals

Exterior

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, (32 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is HK$783
HK$2,929 total
includes taxes & fees
13 May - 14 May
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Smart TV

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.6 out of 10, Exceptional, (47 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Smart TV

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, (28 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is HK$2,748
HK$5,239 total
includes taxes & fees
11 May - 12 May
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Exterior

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, (34 reviews)
"We had a wonderful stay at this lake-front cottage looking up at the nearby ski resort. The cottage was cozy and quiet in a great location. The check-in process was easy, and the owner was very accessible. Terrific rental!"
United States
Lane D.
The price is HK$1,762
HK$4,114 total
includes taxes & fees
26 May - 27 May
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Dining

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
The price is HK$1,057
HK$2,545 total
includes taxes & fees
20 May - 21 May
Beautiful Worcester Downtown King Bd/Office World Cup Boston
Front of property

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
The price is HK$1,417
HK$3,403 total
includes taxes & fees
12 May - 13 May
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay while visiting Amherst. Thoughtful hosts with welcome touches. Provided details for finding, easy checkin and checkout, ample supplies for our needs. Thanks "
United States
Grace
The price is HK$1,292
HK$1,556 total
includes taxes & fees
26 May - 27 May
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Interior

Angel Sky Challenge

Angel Sky Challenge
Worcester
The price is HK$1,253
HK$2,025 total
includes taxes & fees
10 May - 11 May
Angel Sky Challenge
Smart TV, books

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
The price is HK$1,692
HK$2,214 total
includes taxes & fees
20 May - 21 May
Heart of Shrewsbury St – 2BR Stay
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Spacious 4BR Family Home in Worcester near Parks 16/2

Spacious 4BR Family Home in Worcester near Parks 16/2
Worcester
10.0 out of 10, Exceptional, (3 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$965
HK$2,968 total
includes taxes & fees
11 May - 12 May
Spacious 4BR Family Home in Worcester near Parks 16/2
Terrace/patio

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Shrewsbury
9.2 out of 10, Wonderful, (17 reviews)
"The place was perfect for my stay. Ebenezer was an awesome host. He was very responsive and accommodating. I will stay here again. "
United States
Lori S.
Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.
Interior

Fitchburg quiet side modern 2BD.

Fitchburg quiet side modern 2BD.
Fitchburg
10.0 out of 10, Exceptional, (4 reviews)
"The apartment was very well and thoughtfully appointed. There were four adults in our party, and there was plenty of room. There is a full kitchen and a washer and dryer furnished. Two TVs. The lounging area, fire pit, and grill area were very nice places to sit and relax, with a privacy fence all around. The owners (or managers?) were very responsive and helpful. It is an upstairs apartment, but two of our party were in our 70s and 80s, and had no problems with it. Would highly recommend!!"
United States
Roberta
The price is HK$1,102
HK$2,287 total
includes taxes & fees
14 May - 15 May
Fitchburg quiet side modern 2BD.
Interior

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
10.0 out of 10, Exceptional, (1 review)
The price is HK$739
HK$2,477 total
includes taxes & fees
10 May - 11 May
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Dining

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

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
10.0 out of 10, Exceptional, (1 review)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is HK$901
HK$2,475 total
includes taxes & fees
10 May - 11 May
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Fridge, microwave, oven, stovetop

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (11 reviews)
"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 HK$2,153
HK$3,997 total
includes taxes & fees
11 May - 12 May
Spacious 4-bedroom with four and half bathrooms
Interior

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts

Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
3.0 star property
Worcester
The price is HK$1,485
HK$3,447 total
includes taxes & fees
25 May - 26 May
Cozy Adventure Filled Escape Free Parking 2 Bedroom Apts
Smart TV

Grand Worcester Getaway! Pets Welcome! Comfortable

Grand Worcester Getaway! Pets Welcome! Comfortable
Worcester
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay, it was in a convenient location, was comfortable and clean. "
United States
Juliette L.
The price is HK$1,214
HK$2,527 total
includes taxes & fees
11 May - 12 May
Grand Worcester Getaway! Pets Welcome! Comfortable
Interior

Cozy 3-bedroom house in serene Worcester with fitness room and office

Cozy 3-bedroom house in serene Worcester with fitness room and office
Worcester
The price is HK$3,523
HK$4,606 total
includes taxes & fees
10 May - 11 May
Cozy 3-bedroom house in serene Worcester with fitness room and office
Interior

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (238 reviews)
"Professional and courteous staff and i formative. Room was clean and well stocked with utensils and toiletries. Best olace ive been to so far. "
United States
Joan
The price is HK$834
HK$932 total
includes taxes & fees
25 May - 26 May
Residences at Solomon Pond
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is HK$2,349
HK$3,741 total
includes taxes & fees
10 May - 11 May
4-bedroom house in nice Holden with WiFi, AC
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

AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

8/10 Good
"We only spent time in our room. So we can’t comment on anything but that. The room was clean and provided what we needed. We chose for the location only. Not for the name. "
Linda 1-night trip
Posted 2 hours ago
AC Hotel by Marriott Worcester

Find out more about Rutland

Search for holiday rentals in Rutland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rutland using one of the methods below:

  • View our selection of featured holiday rentals in Rutland
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  • Enter your travel dates to view the best deals on holiday rentals in Rutland while they last

Look no further and take a look at our great range of rental properties in Rutland!

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 EcoTarium, or get outside and enjoy nature at Tower Hill Botanic Garden. 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.