Rutland Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Rutland holiday rentals

Interior

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (229 reviews)
"Everything was perfect for my stay during the storm. Easy access at midnight after a long shift at work. Although I would like to add Whimsically that the toilet paper could be located in a better position"
United States
Dave
Residences at Solomon Pond
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, (9 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is HK$1,096
HK$1,323 total
includes taxes & fees
9 Feb - 10 Feb
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
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, (24 reviews)
"Our family stayed at the house for 2 nights to attend a nearby wedding. The house was just as pictured - lovely, clean, and perfect for our stay. The hosts have been very thoughtful about every detail from easy check-in to a well stocked kitchen to cozy blankets for the comfy couch. We had a wonderful time and highly recommend! "
United States
Kelly G.
The price is HK$1,758
HK$4,011 total
includes taxes & fees
9 Feb - 10 Feb
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Fridge, microwave, oven, stovetop

Spacious & Clean 3BR APT near Clark University

Spacious & Clean 3BR APT near Clark University
Main South
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,020
HK$1,784 total
includes taxes & fees
9 Feb - 10 Feb
Spacious & Clean 3BR APT near Clark University
Smart TV, fireplace

Home Away from Home!

Home Away from Home!
Worcester
9.4 out of 10, Exceptional, (15 reviews)
"Very clean ans spacious. Great communication "
United States
Tom K.
The price is HK$1,453
HK$3,130 total
includes taxes & fees
14 Feb - 15 Feb
Home Away from Home!
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.6 out of 10, Excellent, (27 reviews)
"Clean place and was well suited for what we needed"
United States
Chris
Apartment in town center #1
Exterior

Beautifully updated home located just minutes from downtown Worcester.

Beautifully updated home located just minutes from downtown Worcester.
Worcester
10.0 out of 10, Exceptional, (1 review)
"Great clean place. Groceries and restaurants very close and convenient."
United States
Binoy K.
The price is HK$1,250
HK$2,862 total
includes taxes & fees
28 Feb - 1 Mar
Beautifully updated home located just minutes from downtown 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, (6 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$2,149
HK$4,042 total
includes taxes & fees
9 Feb - 10 Feb
Spacious 4-bedroom with four and half bathrooms
WiFi, bed sheets

Spacious lakeside 4-bedroom house in beautiful Ashburnham

Spacious lakeside 4-bedroom house in beautiful Ashburnham
Ashburnham
The price is HK$1,563
HK$2,800 total
includes taxes & fees
11 Feb - 12 Feb
Spacious lakeside 4-bedroom house in beautiful Ashburnham
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$625
HK$2,348 total
includes taxes & fees
14 Feb - 15 Feb
Spacious Massachusetts Apartment #2
4 bedrooms, iron/ironing board, free WiFi, bed sheets

16/3 - Spacious 4BR Worcester Home Near Parks

16/3 - Spacious 4BR Worcester Home Near Parks
Worcester
The price is HK$731
HK$2,286 total
includes taxes & fees
8 Feb - 9 Feb
16/3 - Spacious 4BR Worcester Home Near Parks
Interior

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

4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Main South
The price is HK$731
HK$2,161 total
includes taxes & fees
8 Feb - 9 Feb
4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni
Interior

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.8 out of 10, Exceptional, (19 reviews)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is HK$2,696
HK$6,986 total
includes taxes & fees
9 Feb - 10 Feb
Lake House in Sturbridge w/All the Views!
Interior

Electric House - Cozy Downtown stay

Electric House - Cozy Downtown stay
Canal District
The price is HK$1,336
HK$3,237 total
includes taxes & fees
8 Feb - 9 Feb
Electric House - Cozy Downtown stay
Interior

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
The price is HK$1,836
HK$3,299 total
includes taxes & fees
8 Feb - 9 Feb
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Dining

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

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
The price is HK$984
HK$2,610 total
includes taxes & fees
15 Feb - 16 Feb
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Terrace/patio

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (24 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
The price is HK$3,868
HK$7,358 total
includes taxes & fees
2 Mar - 3 Mar
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Interior

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is HK$3,086
HK$4,055 total
includes taxes & fees
8 Feb - 9 Feb
Enjoy your stay in an antique home in an antique toy museum!
Fridge, microwave, oven, dishwasher

NEW! Cushing Home | Family Cabin Near Wachusett Mtn

NEW! Cushing Home | Family Cabin Near Wachusett Mtn
Ashburnham
The price is HK$2,444
HK$6,561 total
includes taxes & fees
10 Feb - 11 Feb
NEW! Cushing Home | Family Cabin Near Wachusett Mtn
4 bedrooms, iron/ironing board, free WiFi, bed sheets

16/2 - 4BR Family Home in Worcester Near Parks

16/2 - 4BR Family Home in Worcester Near Parks
Worcester
The price is HK$1,113
HK$2,847 total
includes taxes & fees
19 Feb - 20 Feb
16/2 - 4BR Family Home in Worcester Near Parks
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

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Clean room, housekeeping every bay "
Vasyl 4-night trip
Posted 21 hours ago
The Colonial Hotel

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:

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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?

Home Away from Home!: This holiday home rental outside of Rutland offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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.