Rutland Vacation Rentals

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Check prices for these dates

Tonight
Dec 12 - Dec 13
Tomorrow
Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Rutland vacation rentals

Interior
Residences at Solomon Pond

Aparthotel in Marlborough

Residences at Solomon Pond
3.5 star property
8.2 out of 10, Very Good, (224)
"The room are ideal and comfortable, there was no smoke smell. It was a cozy stay. The price was affordable too. "
United States
Jeff
Residences at Solomon Pond
Property grounds
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Vacation Home in Spencer

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (200)
"Great time spent with family"
Canada
Marianne B.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lake
Beautiful Lakefront Home with Private Beach

Vacation Home in Shrewsbury

Beautiful Lakefront Home with Private Beach
9.4 out of 10, Exceptional, (183)
"Very clean. Up to date kitchen and bathroom. We loved this house"
United States
Meagan L.
Beautiful Lakefront Home with Private Beach
Interior
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Vacation Home in Ware

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
The price is ￥20,525
￥24,981 total
includes taxes & fees
Dec 15 - Dec 16
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
TV, fireplace
Relaxing, Holiday Retreat, Pool, fireplace

Vacation Home in Brimfield

Relaxing, Holiday Retreat, Pool, fireplace
10.0 out of 10, Exceptional, (32)
"A truly beautiful place with the most gorgeous pool and landscaping. We will be back for sure!"
United States
Danneel A.
Relaxing, Holiday Retreat, Pool, fireplace
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Vacation Home in West Brookfield

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (15)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Vacation Home in Sturbridge

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
9.8 out of 10, Exceptional, (89)
"Very Clean, great location"
United States
Anonymous traveler
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Interior
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Apartment in Sturbridge

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
2.0 star property
The price is ￥36,540
￥64,611 total
includes taxes & fees
Dec 13 - Dec 14
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Apartment (3 Bedrooms) | Interior
1 Mi to Downtown & Palladium: Worcester Getaway!

Apartment in Worcester

1 Mi to Downtown & Palladium: Worcester Getaway!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The place was amazing, just needed a few updates and repairs, but nothing that made our stay bad or inconvenient. "
United States
Michelle
1 Mi to Downtown & Palladium: Worcester Getaway!
House (2 Bedrooms) | Interior
Home Near Skiing & Downtown Worcester

Cottage in Worcester

Home Near Skiing & Downtown Worcester
3.0 star property
Home Near Skiing & Downtown Worcester
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms

Vacation Home in Worcester

Spacious 4-bedroom with four and half bathrooms
10.0 out of 10, Exceptional, (5)
"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 ￥42,760
￥77,946 total
includes taxes & fees
Dec 14 - Dec 15
Spacious 4-bedroom with four and half bathrooms
Smart TV
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Cabin in Westminster

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (23)
"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "
United States
Michael T.
The price is ￥34,985
￥79,488 total
includes taxes & fees
Dec 15 - Dec 16
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Smart TV, fireplace
Home Away from Home!

Vacation Home in Worcester

Home Away from Home!
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
The price is ￥28,921
￥60,507 total
includes taxes & fees
Dec 17 - Dec 18
Home Away from Home!
Fridge, microwave, oven, stovetop
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Vacation Home in Worcester

Spacious 4-bedroom house in charming Worcester with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (23)
"Everything was just lovely."
United States
Sharon H.
Spacious 4-bedroom house in charming Worcester with AC, WiFi
Interior
Lake House in Sturbridge w/All the Views!

Vacation Home in Sturbridge

Lake House in Sturbridge w/All the Views!
9.8 out of 10, Exceptional, (19)
"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 ￥50,534
￥129,338 total
includes taxes & fees
Dec 13 - Dec 14
Lake House in Sturbridge w/All the Views!
Apartment (1 Bedroom) | Interior
Explore Dtwn, Parks & Colleges: Cozy Worcester Apt

Apartment in Worcester

Explore Dtwn, Parks & Colleges: Cozy Worcester Apt
3.0 star property
Explore Dtwn, Parks & Colleges: Cozy Worcester Apt
Exterior
Bungalow 19 by the lake in Brimfield

Vacation Home in Brimfield

Bungalow 19 by the lake in Brimfield
2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful house, really cozy and private. Clean and tidy. Our host was helpful and accommodating. Would definitely stay there again. "
United States
Samantha W.
Bungalow 19 by the lake in Brimfield
Property grounds
Indian Lake House

Vacation Home in Worcester

Indian Lake House
7.2 out of 10, Good, (5)
"My stay was cozy! Loved the character."
United States
Elizabeth
Indian Lake House
Property grounds
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Vacation Home in Douglas

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
10.0 out of 10, Exceptional, (135)
"We had another most enjoyable stay at this peaceful lake house! "
United States
Jeffrey N.
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!
House (3 Bedrooms) | Front of property
Worcester Home on Indian Lake w/ Shared Boat Dock!

Cottage in Worcester

Worcester Home on Indian Lake w/ Shared Boat Dock!
3.0 star property
8.0 out of 10, Very Good, (1)
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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Top Rutland Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Everything about this place was perfect!! Highly recommend "
Christina 1-night trip
Posted 10 hours ago
Wellsworth 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:

  • View our selection of featured holiday rentals in Rutland
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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 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?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This vacation home rental near Rutland is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 1761 Old Mill Gift Shop, 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 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.