Rutland Vacation Rentals

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Vacation Rentals in Rutland

Our top choices for Rutland vacation rentals

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very Good, (194)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
$114 nightly
The price is $128
Aug 31 - Sep 1
Total with taxes and fees
Residences at Solomon Pond

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"A truly beautiful place with the most gorgeous pool and landscaping. We will be back for sure!"
Luxury Home, Pool, fireplace

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (174)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (6)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (17)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

9.8 out of 10, Exceptional, (87)
"We had a great time on the lake!"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
$546 nightly
The price is $577
Sep 10 - Sep 11
Total with taxes and fees
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
$446 nightly
The price is $510
Aug 31 - Sep 1
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms

Indian Lake House

6.6 out of 10, (4)
"My stay was cozy! Loved the character."
Indian Lake House

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (191)
"Wonderful view of the water. Well cared for and altogether great place to stay. "
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Home Near Skiing & Downtown Worcester

3.0 star property
Home Near Skiing & Downtown Worcester

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

10.0 out of 10, Exceptional, (21)
"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. "
$468 nightly
The price is $513
Sep 7 - Sep 8
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Lakefront Cottage 2 Mi to Palladium in Worcester!

3.0 star property
Lakefront Cottage 2 Mi to Palladium in Worcester!

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

10.0 out of 10, Exceptional, (130)
"Wonderful location!!!"
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

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

9.6 out of 10, Exceptional, (23)
"In town for wedding, great stay for the boylston area!"
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

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!

Explore Dtwn, Parks & Colleges: Cozy Worcester Apt

3.0 star property
Explore Dtwn, Parks & Colleges: Cozy Worcester Apt

Close to Colleges: Worcester Apt w/ Lake Access!

10.0 out of 10, Exceptional, (10)
"This is a super clean spacious apartment. Comfortable and convenient to restaurants and shopping. Host was very attentive to any questions or problems. Highly recommended! "
Close to Colleges: Worcester Apt w/ Lake Access!

Worcester Home on Indian Lake w/ Shared Boat Dock!

9.8 out of 10, Exceptional, (22)
"If you are looking for a great place to stay while in the Worcester area family this place will fill your need. The peaceful view on the lake is amazing."
Worcester Home on Indian Lake w/ Shared Boat Dock!

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.6 out of 10, Exceptional, (26)
"We stayed for 3 nights and had a lot of fun fishing. We caught so many fish. The cottage was cozy and we had everything we needed. "
$451 nightly
The price is $495
Sep 8 - Sep 9
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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

Find out more about Rutland

Find out more about Rutland

Everything you need to know about Rutland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Spacious 4-bedroom house in charming Worcester with AC, WiFi: This vacation home rental near Rutland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a 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 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.