Rutland Vacation Rentals

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Vacation Rentals in Rutland

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

Westminster
9.6 out of 10, Exceptional, (27)
"We had a fun, relaxing few days at the cottage. Its a nice friendly community and we enjoyed our stay on the lake."
United States
David R.
$339 nightly
The price is $372
Nov 16 - Nov 17
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Apartment in town center #1

West Brookfield
8.6 out of 10, Excellent, (24)
"A friend and I stayed here for 2 nights. The directions for parking and checking in were clear and easy. It looks like we were one of the first people to stay in this unit. There was an air conditioner in two out of the 3 bedrooms. The kitchen and living room were quite warm without an air conditioner. The beds did not have mattress covers, but other than that were quite comfortable. There were 3 bath towels in the unit, which was enough for us, but if we had up to 6 there wouldn’t be enough....
United States
Logan L.
$269 nightly
The price is $300
Dec 1 - Dec 2
Total with taxes and fees
Apartment in town center #1

Spacious Massachusetts Apartment #2

West Brookfield
9.0 out of 10, Wonderful, (28)
"Cute apartment"
United States
Mark S.
$269 nightly
The price is $300
Nov 16 - Nov 17
Total with taxes and fees
Spacious Massachusetts Apartment #2

Residences at Solomon Pond

3.5 star property
Marlborough
8.2 out of 10, Very Good, (216)
"Yes it was an extremely clean !!!!"
United States
Steven
$100 nightly
The price is $112
Nov 16 - Nov 17
Total with taxes and fees
Residences at Solomon Pond

Home Away from Home!

Worcester
9.4 out of 10, Exceptional, (14)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
$345 nightly
The price is $395
Nov 21 - Nov 22
Total with taxes and fees
Home Away from Home!

Beautiful two-story home close to downtown worcester 5beds-4bedroom

Worcester
9.0 out of 10, Wonderful, (18)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
$359 nightly
The price is $411
Nov 16 - Nov 17
Total with taxes and fees
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Spacious 4-bedroom with four and half bathrooms

Worcester
10.0 out of 10, Exceptional, (5)
"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."
United States
Harmony F.
$446 nightly
The price is $510
Nov 16 - Nov 17
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms

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

2.0 star property
Ware
$152 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

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

Westminster
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.
$500 nightly
The price is $549
Dec 1 - Dec 2
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Spacious & Clean 3BR APT near Clark University

Main South
"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.
$331 nightly
The price is $378
Nov 17 - Nov 18
Total with taxes and fees
Spacious & Clean 3BR APT near Clark University

Beautiful Guest Cabin on Quiet Estate

2.0 star property
Northborough
$429 nightly
The price is $479
Nov 15 - Nov 16
Total with taxes and fees
Beautiful Guest Cabin on Quiet Estate

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

West Brookfield
10.0 out of 10, Exceptional, (15)
"Loved the lake house! Would stay again."
United States
Kimberly M.
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

Modern 3BR Near FSU • 15 Min to Wachusett

Fitchburg
10.0 out of 10, Exceptional, (10)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
United States
Catherine
$443 nightly
The price is $449
Dec 11 - Dec 12
Total with taxes and fees
Modern 3BR Near FSU • 15 Min to Wachusett

New renovation cozy house in Worcester

Worcester
9.8 out of 10, Exceptional, (14)
"A very lovely stay , calm and quiet "
United States
Alex R.
$492 nightly
The price is $563
Dec 5 - Dec 6
Total with taxes and fees
New renovation cozy house in Worcester

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

Millbury
$349 nightly
The price is $369
Nov 18 - Nov 19
Total with taxes and fees
12B-Cozy 3BR Apartment with Koi Pond in Worcester

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

2.0 star property
Sturbridge
$378 nightly
The price is $422
Nov 15 - Nov 16
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Lake House in Sturbridge w/All the Views!

Sturbridge
9.8 out of 10, Exceptional, (19)
"We came for an end of school year relaxation break(teachers will understand) the house was beautiful and close to good restaurants. We will definitely consider staying again"
United States
Tim T.
$823 nightly
The price is $900
Nov 16 - Nov 17
Total with taxes and fees
Lake House in Sturbridge w/All the Views!

4-bedroom house in nice Holden with WiFi, AC

Holden
$599 nightly
The price is $633
Nov 15 - Nov 16
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
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

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 $112 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 with four and half bathrooms: This vacation home rental near Rutland is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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.

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.