Rutland Vacation Rentals from ￥18,211: Search Short-Term Rentals

Q: What's the top vacation rental in Rutland?

Home Away from Home! : This vacation home rental 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.

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Our top choices for Rutland vacation rentals

1. Clean & Cozy Private- 3 floor_R 4

Union HIll

￥18,211 total

includes taxes & fees

Aug 25 - Aug 26

2. Cottage by the Castle – Downtown Spencer

Spencer

Sarah S.

￥37,779 total

includes taxes & fees

Aug 25 - Aug 26

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

Westminster

Shreya

￥82,128 total

includes taxes & fees

Aug 31 - Sep 1

4. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Worcester

Sierra M.

￥79,198 total

includes taxes & fees

Sep 1 - Sep 2

5. Angel Sky Challenge

Worcester

Cameron R.

￥41,659 total

includes taxes & fees

Aug 25 - Aug 26

6. Residences at Solomon Pond

Marlborough

Huynh

￥19,378 total

includes taxes & fees

Aug 26 - Aug 27

7. Newly Refreshed 3bd Spacious Unit Minutes from 290

Franklin Plantation

Anonymous traveler

￥39,295 total

includes taxes & fees

Sep 20 - Sep 21

8. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Shrewsbury

Theresa L.

￥49,732 total

includes taxes & fees

Aug 31 - Sep 1

9. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Main South

"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...

Jeffrey B.

￥55,149 total

includes taxes & fees

Aug 25 - Aug 26

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

Westminster

Julianne R.

￥79,686 total

includes taxes & fees

Sep 7 - Sep 8

11. 4-bedroom house in nice Holden with WiFi, AC

Holden

"The house was located in a quiet, nice, pleasant, neighborhood. The rooms were spacious and comfortable. The house was very clean and the beds were comfortable. The house was located near all kinds of stores, pharmacy’s, and good restaurants. I’d I had to make a negative comment it would be that all the bedrooms were on the second floor which was tough for two of our party. The property owner was quick to respond to questions we had. Overall, a very pleasant stay."

Samantha R.

￥90,221 total

includes taxes & fees

Aug 25 - Aug 26

12. Heart of Shrewsbury St – 2BR Stay

Shrewsbury Street

Sharon

￥44,117 total

includes taxes & fees

Aug 25 - Aug 26

13. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Sturbridge

Giora Y.

￥50,779 total

includes taxes & fees

Sep 14 - Sep 15

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

Ware

Andrew

￥30,998 total

includes taxes & fees

Aug 25 - Aug 26

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

Gardner

￥47,761 total

includes taxes & fees

Aug 25 - Aug 26

16. Clean & Cozy Private room - 3 floor_R 1

Union HIll

￥18,211 total

includes taxes & fees

Aug 25 - Aug 26

17. Spacious 4-bedroom with four and half bathrooms

Worcester

Harmony F.

￥82,228 total

includes taxes & fees

Aug 25 - Aug 26

18. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

Millbury

Roberto A G.

￥59,140 total

includes taxes & fees

Aug 25 - Aug 26

19. Clean & Cozy Private-3 floor_R 2

Union HIll

￥18,211 total

includes taxes & fees

Sep 16 - Sep 17

20. Clean & Cozy Private- 3 floor_R 5

Union HIll

￥18,864 total

includes taxes & fees

Sep 16 - Sep 17

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Top Rutland Hotel Reviews

Hyatt Place Marlborough/Apex Center

10/10 Excellent

"The hotel lobby is updated, the staff extremely friendly, my room was clean and free parking onsite."

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

10/10 Excellent

"I’ve always loved this brand—from the breakfast and amenities to the consistently accommodating staff. Overall, our stay was very pleasant. The hotel was clean, comfortable, and I have no complaints about the property itself. The only thing I didn’t realize when booking was that the hotel is about 20 minutes away from the Palladium. My friend and I are attending the Breakaway Music Festival 2026, and since I booked through Expedia, this hotel came up as one of the recommended options. Aside from the distance to our venue, which of course is not the hotel’s fault, we had a great experience and enjoyed our stay. I would definitely recommend this property!"

Spark By Hilton Northborough

8/10 Good

"I didn’t know what to expect because I have never stayed at a Spark before. It looks like your basic hotel but they were very kind, clean, no strange smells and very accommodating. We only stayed one night and took advantage of their continental breakfast. It is very limited but if you need something quick and easy it works. We will definitely stay again next year for our conference."

Find out more about Rutland

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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 rental 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 EcoTarium, or get outside and enjoy nature at Elm Park. 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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Check prices for these dates

Our top choices for Rutland vacation rentals

1. Clean & Cozy Private- 3 floor_R 4

2. Cottage by the Castle – Downtown Spencer

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

4. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

5. Angel Sky Challenge

6. Residences at Solomon Pond

7. Newly Refreshed 3bd Spacious Unit Minutes from 290

8. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

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

11. 4-bedroom house in nice Holden with WiFi, AC

12. Heart of Shrewsbury St – 2BR Stay

13. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

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

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

16. Clean & Cozy Private room - 3 floor_R 1

17. Spacious 4-bedroom with four and half bathrooms

18. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

19. Clean & Cozy Private-3 floor_R 2

20. Clean & Cozy Private- 3 floor_R 5

Find vacation rentals that suit your style

Top Rutland Hotel Reviews

Hyatt Place Marlborough/Apex Center

Holiday Inn Express Hotel & Suites Boston-Marlboro by IHG

Wellsworth Hotel

Best Western Royal Plaza Hotel & Trade Center

Spark By Hilton Northborough

AC Hotel by Marriott Worcester

Courtyard by Marriott Worcester

Red Roof Inn Boston - Southborough/ Worcester

Find out more about Rutland

Frequently asked questions

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