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Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Rutland vacation rentals

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

1. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
$100 nightly
The price is $115
Sep 30 - Oct 1
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
The Cottage is nestled next to the historic Sagendorph Mansion.

2. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
$249 nightly
The price is $250
Sep 30 - Oct 1
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A modern kitchen with white cabinetry, a large island, and pendant lighting.

3. Modern Farmhouse Close to Mt. Wachusett

Modern Farmhouse Close to Mt. Wachusett
Holden
$572 nightly
The price is $604
Oct 7 - Oct 8
Total with taxes and fees
Modern Farmhouse Close to Mt. Wachusett
Living area

4. 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.
$377 nightly
The price is $432
Oct 5 - Oct 6
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

5. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
$211 nightly
The price is $241
Oct 26 - Oct 27
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
A house with a stone wall and a dock extending into a calm body of water.

6. 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)
"Very clean and tidy!Tyler was great - even accommodated last minute to add our dogs to the booking!Would definitely stay again!"
United States
Christina C.
$383 nightly
The price is $420
Oct 5 - Oct 6
Total with taxes and fees
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.

7. 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.
$278 nightly
The price is $318
Sep 30 - Oct 1
Total with taxes and fees
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

8. 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
$468 nightly
The price is $513
Oct 22 - Oct 23
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

9. 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.
$220 nightly
The price is $252
Sep 30 - Oct 1
Total with taxes and fees
Angel Sky Challenge
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

10. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveler
$211 nightly
The price is $241
Sep 30 - Oct 1
Total with taxes and fees
Newly Refreshed 3bd Spacious Unit Minutes from 290
A lakeside cabin with a dock, a boat, and a second-story deck.

11. Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (42 reviews)
"We had a great stay with our family."
United States
Sherri P.
$452 nightly
The price is $496
Oct 8 - Oct 9
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
A modern hotel lobby with a seating area, a bar, and a kitchen.

12. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (253 reviews)
"Wonderful!!"
United States
Huynh
$90 nightly
The price is $100
Sep 30 - Oct 1
Total with taxes and fees
Residences at Solomon Pond
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

13. 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, (2 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
$502 nightly
The price is $531
Sep 30 - Oct 1
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
A living room with a sofa, a clock, a floor lamp, and a rug.

14. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (55 reviews)
"Amazing host and fabulous spacious property. "
United States
Kelly L.
$256 nightly
The price is $286
Oct 13 - Oct 14
Total with taxes and fees
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

15. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
4.0 out of 10, (3 reviews)
$109 nightly
The price is $125
Sep 30 - Oct 1
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
A living room with two sofas, a coffee table, and a bookshelf.

16. 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
$204 nightly
The price is $233
Oct 6 - Oct 7
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay
A modern kitchen with a marble countertop, stainless steel sink, and a dining area with a green sofa and a plant.

17. Fitchburg quiet side modern 2BD.

Fitchburg quiet side modern 2BD.
Fitchburg
9.8 out of 10, Exceptional, (7 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
$251 nightly
The price is $267
Oct 5 - Oct 6
Total with taxes and fees
Fitchburg quiet side modern 2BD.
A grassy outdoor area with a hammock, chairs, and a stone wall.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.8 out of 10, Exceptional, (27 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$214 nightly
The price is $226
Oct 27 - Oct 28
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
$88 nightly
The price is $101
Oct 16 - Oct 17
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 4
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

20. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
$100 nightly
The price is $115
Oct 1 - Oct 2
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 5
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

Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

8/10 Good
"En general fue una buena experiencia y un personal atento y cooperador. No obstante recomendamos que deben informar con que regularidad limpian las habitaciones y que sirvan desayuno variados. Me alojé junto a mi hermana por 8 noches."
Rosa 8-night trip
Posted 8 hours ago
Comfort Inn Auburn - Worcester

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 $100 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.

Explore a world of travel with Expedia

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 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 Great Wolf Lodge Waterpark, 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.