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Rutland Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Rutland vacation rentals

House (2 Bedrooms) | 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 AED 823
AED 1,662 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very Good, (249 reviews)
"Excellent stay, clean and very kind"
United States
Michael
The price is AED 409
AED 457 total
includes taxes & fees
29 Jul - 30 Jul
Residences at Solomon Pond
Coffee/tea maker, fridge, microwave, oven

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"Perfect location"
United States
Harmony F.
The price is AED 1,010
AED 1,879 total
includes taxes & fees
21 Jul - 22 Jul
Spacious 4-bedroom with four and half bathrooms
TV, fireplace

Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (36 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is AED 3,223
AED 5,988 total
includes taxes & fees
19 Jul - 20 Jul
Sleeps 15 • Pool • Retreat
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 AED 1,194
AED 1,425 total
includes taxes & fees
20 Jul - 21 Jul
Enjoy your stay in an antique home in an antique toy museum!
Property grounds

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (20 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 AED 661
AED 788 total
includes taxes & fees
20 Jul - 21 Jul
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
1 bedroom, internet, bed sheets

Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is AED 294
AED 421 total
includes taxes & fees
20 Jul - 21 Jul
Clean & Cozy Private room - 3 floor_R 1
Private kitchen

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is AED 1,377
AED 2,085 total
includes taxes & fees
19 Jul - 20 Jul
4-bedroom house in nice Holden with WiFi, AC
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is AED 841
AED 957 total
includes taxes & fees
20 Jul - 21 Jul
Cottage by the Castle – Downtown Spencer
Smart TV, books

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 AED 777
AED 1,003 total
includes taxes & fees
19 Jul - 20 Jul
Heart of Shrewsbury St – 2BR Stay
Property grounds

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
Worcester
9.8 out of 10, Exceptional, (17 reviews)
"The property was well kept, easy to get to, and close to where we needed to be."
United States
Dustin K.
The price is AED 646
AED 1,686 total
includes taxes & fees
19 Jul - 20 Jul
Lakefront Cottage 2 Mi to Palladium in Worcester!
Interior

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 AED 588
AED 950 total
includes taxes & fees
17 Jul - 18 Jul
Angel Sky Challenge
Terrace/patio

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (25 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 AED 1,306
AED 2,863 total
includes taxes & fees
28 Jul - 29 Jul
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Interior

Fitchburg quiet side modern 2BD.

Fitchburg quiet side modern 2BD.
Fitchburg
10.0 out of 10, Exceptional, (5 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 AED 470
AED 1,007 total
includes taxes & fees
28 Jul - 29 Jul
Fitchburg quiet side modern 2BD.
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, (38 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is AED 1,102
AED 2,273 total
includes taxes & fees
30 Jul - 31 Jul
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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
10.0 out of 10, Exceptional, (2 reviews)
"The only thing missing was a BBQ"
United States
Charmen B.
The price is AED 1,469
AED 1,921 total
includes taxes & fees
20 Jul - 21 Jul
Cozy 3-bedroom house in serene Worcester with fitness room and office
Dining

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

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is AED 812
AED 1,627 total
includes taxes & fees
19 Jul - 20 Jul
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
"We stayed in the motor lodge. The room was clean and comfortable however the bathroom was small and tight. We booked for 2 nights but our room keys did not work on the second day and we had to make a trip down to the office to have them recoded. The complementary coffee and pastries in the morning were very good as was the outdoor seating area adjacent to the Bakery. We had dinner one night in the Tap Room and it was very good as was the service. Overall a good stay and would recommend to anyone traveling to the Sturbridge area."
Frank 2-night trip
Posted 1 hour ago
Publick House Historic Inn and Country Motor Lodge

Frequently asked questions

Are there vacation rentals in Rutland?

Yes, we offer vacation rentals near popular local attractions in Rutland, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental in Rutland?

Home Away from Home!: This vacation home rental near 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like 1761 Old Mill Gift Shop, or get outside and enjoy nature at Barre Common District. Rutland State Park and Wachusett Mountain Ski Area are a couple of places you'll find in the larger area.

What’s a vacation rental in Rutland like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Rutland. Vacation rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips.