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Rutland Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Rutland holiday rentals

A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

1. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is HK$628
HK$898 total
includes taxes & fees
21 Sept - 22 Sept
Clean & Cozy Private- 3 floor_R 4
A modern kitchen with white cabinetry, a large island, and pendant lighting.

2. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
The price is HK$2,222
HK$5,050 total
includes taxes & fees
2 Sept - 3 Sept
Modern Farmhouse Close to Mt. Wachusett
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

3. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is HK$1,254
HK$2,054 total
includes taxes & fees
3 Sept - 4 Sept
Angel Sky Challenge
A living room with a sofa, a clock, a floor lamp, and a rug.

4. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (52 reviews)
"Convenient location for our stay. Great communication by host. Bedrooms were spacious and clean. Large driveway for plenty of parking. Convenient to many shopping options and beautiful park close by. "
United States
Theresa L.
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

5. 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, (37 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is HK$1,764
HK$4,076 total
includes taxes & fees
10 Sept - 11 Sept
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

6. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is HK$1,615
HK$1,863 total
includes taxes & fees
3 Sept - 4 Sept
Cottage by the Castle – Downtown Spencer
A bedroom with a bed, a nightstand, a window with blinds, and a door.

7. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
2.0 out of 10, (2 reviews)
The price is HK$628
HK$898 total
includes taxes & fees
2 Sept - 3 Sept
Clean & Cozy Private room - 3 floor_R 1
A house with a stone wall and a dock extending into a calm body of water.

8. 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, (42 reviews)
"Beautiful location and perfect for a fishing getaway! House was clean and cozy!"
United States
Julianne R.
The price is HK$1,254
HK$3,543 total
includes taxes & fees
7 Sept - 8 Sept
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

9. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
The price is HK$999
HK$2,642 total
includes taxes & fees
2 Sept - 3 Sept
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

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

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.4 out of 10, Exceptional, (36 reviews)
"Lovely and great location "
United States
Kimberlee K.
The price is HK$1,192
HK$2,277 total
includes taxes & fees
21 Sept - 22 Sept
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

11. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (1 review)
"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."
United States
Samantha R.
The price is HK$2,940
HK$4,449 total
includes taxes & fees
9 Sept - 10 Sept
4-bedroom house in nice Holden with WiFi, AC
A living room with two sofas, a coffee table, and a bookshelf.

12. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is HK$1,439
HK$1,881 total
includes taxes & fees
8 Sept - 9 Sept
Heart of Shrewsbury St – 2BR Stay

13. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$993
HK$2,832 total
includes taxes & fees
2 Sept - 3 Sept
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A modern hotel lobby with a seating area, a bar, and a kitchen.

14. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (251 reviews)
"Wonderful!!"
United States
Huynh
The price is HK$758
HK$847 total
includes taxes & fees
7 Sept - 8 Sept
Residences at Solomon Pond
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

15. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is HK$628
HK$898 total
includes taxes & fees
8 Sept - 9 Sept
Clean & Cozy Private-3 floor_R 2
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

16. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
The price is HK$628
HK$898 total
includes taxes & fees
6 Sept - 7 Sept
Clean & Cozy Private- 3 floor_R 5
A modern kitchen with a marble island, stainless steel appliances, and a dining area with bar stools.

17. Sakura House: Spacious 4BR w/ Gym & Premium Design

Sakura House: Spacious 4BR w/ Gym & Premium Design
Northborough
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable stay. Highly recommend it."
United States
Susmitha R.
The price is HK$4,446
HK$8,180 total
includes taxes & fees
19 Sept - 20 Sept
Sakura House: Spacious 4BR w/ Gym & Premium Design
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

18. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (17 reviews)
"Perfect location"
United States
Harmony F.
The price is HK$2,156
HK$4,055 total
includes taxes & fees
9 Sept - 10 Sept
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

19. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is HK$1,176
HK$2,505 total
includes taxes & fees
13 Sept - 14 Sept
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

20. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.6 out of 10, Exceptional, (4 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is HK$1,442
HK$3,165 total
includes taxes & fees
3 Sept - 4 Sept
12B-Cozy 3BR Apartment with Koi Pond in Worcester
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

8/10 Good
"Great bake shop and coffee in the morning. Only complaint is that they need to paint lines for parking near the hotel rooms. People park wherever they want and take up 2 spaces. It's distressing to come back late and have no place to park."
Barbara 3-night trip
Posted 12 hours ago
Publick House Historic Inn and Country Motor Lodge

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?

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 Great Wolf Lodge Waterpark, or get outside and enjoy nature at Elm Park. 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.