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Rutland Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Rutland vacation rentals

A hallway with a wooden floor, a green bean bag chair, a door with a black doorknob, and a Christmas tree with lights.

1. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is AED 1,286
AED 2,885 total
includes taxes & fees
8 Nov - 9 Nov
The Christmas Cottage, 4BR New England Escape
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

2. 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
The price is AED 294
AED 421 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private-3 floor_R 2
A two-story house with a central entrance, a brick foundation, and a large front yard.

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.
The price is AED 588
AED 950 total
includes taxes & fees
24 Oct - 25 Oct
Angel Sky Challenge
A house with a stone wall and a dock extending into a calm body of water.

4. 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)
"Lovely, quiet retreat. Great host, easy check in and out."
United States
Jeff W.
The price is AED 441
AED 1,455 total
includes taxes & fees
25 Oct - 26 Oct
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

5. 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
The price is AED 826
AED 1,898 total
includes taxes & fees
28 Oct - 29 Oct
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
The Cottage is nestled next to the historic Sagendorph Mansion.

6. 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.
The price is AED 841
AED 957 total
includes taxes & fees
25 Oct - 26 Oct
Cottage by the Castle – Downtown Spencer
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

7. 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.
The price is AED 1,219
AED 1,883 total
includes taxes & fees
26 Oct - 27 Oct
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.

8. 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.
The price is AED 551
AED 1,173 total
includes taxes & fees
1 Nov - 2 Nov
Large 3BD 1st Floor Apartment Minutes from 290
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

9. 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
The price is AED 569
AED 1,198 total
includes taxes & fees
9 Nov - 10 Nov
Newly Refreshed 3bd Spacious Unit Minutes from 290
A kitchen with white cabinets, a black faucet, and a dish rack with utensils.

10. Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12

Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
Worcester
Renovated Lakefront 5BR • Near Colleges • Sunsets • Sleeps 12
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.
The price is AED 491
AED 1,259 total
includes taxes & fees
1 Nov - 2 Nov
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
A living room with two sofas, a coffee table, and a bookshelf.

12. 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
The price is AED 674
AED 877 total
includes taxes & fees
27 Oct - 28 Oct
Heart of Shrewsbury St – 2BR Stay
A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

13. 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)
The price is AED 327
AED 458 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private room - 3 floor_R 1
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

14. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
The price is AED 294
AED 421 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private- 3 floor_R 5
A modern hotel lobby with a seating area, a bar, and a kitchen.

15. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (263 reviews)
"Wonderful!!"
United States
Huynh
The price is AED 397
AED 443 total
includes taxes & fees
22 Nov - 23 Nov
Residences at Solomon Pond
Private kitchen

16. FREE Parking & Renovated 4BR Stay 1st-floor Apt Near Clark Uni, Laundry + AC 161

FREE Parking & Renovated 4BR Stay 1st-floor Apt Near Clark Uni, Laundry + AC 161
Worcester
8.0 out of 10, Very good, (5 reviews)
"House was clean, modern, and family friendly. It met the needs for our family gathering of 10. We had space for fun/games and gathering for meals. The area was quiet. Easy to fet to downtown Worcester , highways, and restaurants."
United States
Abby M.
The price is AED 743
AED 1,683 total
includes taxes & fees
26 Oct - 27 Oct
FREE Parking & Renovated 4BR Stay 1st-floor Apt Near Clark Uni, Laundry + AC 161
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

17. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is AED 251
AED 372 total
includes taxes & fees
16 Nov - 17 Nov
Clean & Cozy Private- 3 floor_R 4
A living room with a round table, two armchairs, a TV mounted on the wall, and a potted plant.

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

Beautiful two-story home close to downtown worcester 5beds-4bedroom
Worcester
9.0 out of 10, Wonderful, (20 reviews)
"Great house-clean, great location."
United States
Kathleen R.
The price is AED 727
AED 1,522 total
includes taxes & fees
31 Oct - 1 Nov
Beautiful two-story home close to downtown worcester 5beds-4bedroom
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is AED 327
AED 458 total
includes taxes & fees
25 Oct - 26 Oct
Clean & Cozy Private- 3 floor_R 3
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

20. 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.
The price is AED 1,010
AED 1,875 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 4-bedroom with four and half bathrooms
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

enVision Hotel Worcester Downtown

enVision Hotel Worcester Downtown

10/10 Excellent
"The room was very nice and clean, the staff was very helpful and friendly, and the location was convenient. I will definitely stay there again the next time I'm in Worcester."
Jason 1-night trip
Posted 1 day ago
enVision Hotel Worcester Downtown

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.