Rutland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Rutland vacation rentals

A wooden cabin bedroom with a bed, a nightstand, a lamp, and a bunk bed.

1. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
$706 nightly
The price is $746
Nov 15 - Nov 16
Total with taxes and fees
The Christmas Cottage, 4BR New England Escape
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

2. 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)
$101 nightly
The price is $116
Nov 14 - Nov 15
Total with taxes and fees
Clean & Cozy Private room - 3 floor_R 1
A compact, modern laundry room with a built-in washer and dryer, a small storage cabinet, and a tiled floor.

3. 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.
$216 nightly
The price is $247
Nov 14 - Nov 15
Total with taxes and fees
Angel Sky Challenge
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

4. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
Worcester
9.4 out of 10, Exceptional, (20 reviews)
"The host was very accommodating and responsive. Great property in a great location, would stay again!"
United States
Michaela H.
$385 nightly
The price is $441
Nov 22 - Nov 23
Total with taxes and fees
Worcester Lakefront Cottage Apt w/ Shared Dock!
The Cottage is nestled next to the historic Sagendorph Mansion.

5. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
$247 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

6. Worcester Lakefront Cottage Apt w/ Shared Dock!

Worcester Lakefront Cottage Apt w/ Shared Dock!
3.0 star property
Worcester
$395 nightly
The price is $452
Nov 22 - Nov 23
Total with taxes and fees
Worcester Lakefront Cottage Apt w/ Shared Dock!
A balcony with a table and chairs, overlooking a street with houses and parked cars.

7. Cozy 3BR Apt | Steps to Clark University

Cozy 3BR Apt | Steps to Clark University
Main South
$350 nightly
The price is $401
Nov 15 - Nov 16
Total with taxes and fees
Cozy 3BR Apt | Steps to Clark University
A residential property with a large house, a well-maintained lawn, and a soccer goal.

8. 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, (3 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.
$619 nightly
The price is $654
Nov 22 - Nov 23
Total with taxes and fees
4-bedroom house in nice Holden with WiFi, AC
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.

9. 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.
$254 nightly
The price is $291
Nov 16 - Nov 17
Total with taxes and fees
Large 3BD 1st Floor Apartment Minutes from 290
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

10. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
9.0 out of 10, Wonderful, (2 reviews)
"Nice and very clean. Host communicated fast and helpful."
United States
Ekaterina
$92 nightly
The price is $105
Nov 15 - Nov 16
Total with taxes and fees
Clean & Cozy Private-3 floor_R 2
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

11. 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
8.8 out of 10, Excellent, (3 reviews)
"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...
United States
Elyse D.
$291 nightly
The price is $333
Nov 19 - Nov 20
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.

12. 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, (40 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
$447 nightly
The price is $490
Nov 17 - Nov 18
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Living area

13. 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.
$321 nightly
The price is $368
Nov 15 - Nov 16
Total with taxes and fees
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

14. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
4.0 out of 10, (1 review)
"Expedia described this as a 3rd floor 1 bedroom apartment. Had I known it was basically a boarding house/hostel, I wouldn’t have booked. Also 1 dingy towel offered for showering. No utensils, no hair dryer (even though it was listed) so what good is a stovetop and pans with zero utensils, including no forks/spoons, spatulas etc."
United States
Martina
$71 nightly
The price is $82
Nov 16 - Nov 17
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 4
A living room with two sofas, a coffee table, and a bookshelf.

15. 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
$200 nightly
The price is $228
Nov 17 - Nov 18
Total with taxes and fees
Heart of Shrewsbury St – 2BR Stay
A modern hotel lobby with a seating area, a bar, and a kitchen.

16. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (269 reviews)
"Friendly front desk. Clean and pleasant room. Would stay again."
United States
Tae
$111 nightly
The price is $124
Nov 17 - Nov 18
Total with taxes and fees
Residences at Solomon Pond
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

17. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
$101 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Clean & Cozy Private- 3 floor_R 3
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

18. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean location to stay."
United States
Mike O.
$428 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
A modern kitchen with a marble island, white cabinetry, and pendant lighting.

19. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$668 nightly
The price is $746
Nov 19 - Nov 20
Total with taxes and fees
Entire home in Sterling, Massachusetts, United States
A wooden fence with a rustic appearance, surrounded by lush greenery and purple flowers.

20. Two Bedroom Guesthouse near many attractions pet friendly with private deck

Two Bedroom Guesthouse near many attractions pet friendly with private deck
Gardner
10.0 out of 10, Exceptional, (3 reviews)
"Cute little guesthouse. Super clean and lovely decorated."
United States
Kristin R.
$276 nightly
The price is $308
Dec 7 - Dec 8
Total with taxes and fees
Two Bedroom Guesthouse near many attractions pet friendly with private deck
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

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.
Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester
Worcester

10/10 Excellent

The property was clean and quiet. Breakfast in the morning was a plus. Front desk staff was pleasant and nice.
United States
Tammy
Reviewed July 15, 2024
Hampton Inn & Suites 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 $81 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?

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.

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