A forest with tall trees and a ground covered in fallen leaves.

Shirley Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Shirley vacation rentals

A living room with a fireplace, sofa, TV, and a plant.

1. Serene & Sleek Family Retreat w/ Office in Shirley

Serene & Sleek Family Retreat w/ Office in Shirley
3.0 star property
Shirley
Serene & Sleek Family Retreat w/ Office in Shirley
A modern hotel lobby with a seating area, a bar, and a kitchen.

2. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
$90 nightly
The price is $100
Oct 6 - Oct 7
Total with taxes and fees
Residences at Solomon Pond
A multi-story building with a balcony and outdoor seating area, featuring a staircase and a well-lit entrance.

3. Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett
Fitchburg
10.0 out of 10, Exceptional, (16 reviews)
"House was amazing, great people to work with! "
United States
Keith
$274 nightly
The price is $291
Sep 28 - Sep 29
Total with taxes and fees
Modern 3BR Near FSU • 15 Min to Wachusett
A spacious living room with a wooden ceiling, a grey sofa, a staircase, and a large window.

4. 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
$443 nightly
The price is $486
Sep 28 - Sep 29
Total with taxes and fees
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
A house with a stone wall and a dock extending into a calm body of water.

5. 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.
$385 nightly
The price is $422
Sep 28 - Sep 29
Total with taxes and fees
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
A modern kitchen with a marble countertop, stainless steel sink, and a dining area with a green sofa and a plant.

6. 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
$253 nightly
The price is $270
Oct 5 - Oct 6
Total with taxes and fees
Fitchburg quiet side modern 2BD.
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

7. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A stone pathway leading to a large, multi-story building surrounded by trees and shrubs.

8. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
10.0 out of 10, Exceptional, (22 reviews)
"Unique artist's cottage, curated with great care and humor. Amazing property with an actual waterfall behind the cottage. Nice covered porch to view the scene. Excellent bed."
United States
Patrick B.
$255 nightly
The price is $277
Sep 27 - Sep 28
Total with taxes and fees
Cottage beside a waterfall
A modern living room with a fireplace, a mounted TV, and a leather couch.

9. Cozy Cabin in a Rural Setting #16 near Temple,NH

Cozy Cabin in a Rural Setting #16 near Temple,NH
Temple
9.4 out of 10, Exceptional, (25 reviews)
"I would stay here again."
United States
Ann M.
$208 nightly
The price is $226
Sep 27 - Sep 28
Total with taxes and fees
Cozy Cabin in a Rural Setting #16 near Temple,NH
A modern kitchen with a central island, stainless steel appliances, and green bar stools.

10. Lake Access 4 Bed 3 Full Bath

Lake Access 4 Bed 3 Full Bath
Billerica
9.8 out of 10, Exceptional, (23 reviews)
"The house was perfect for us! Sparkling clean and comfortable. We really enjoyed staying here and would stay again for sure!"
United States
Diane B.
$633 nightly
The price is $680
Sep 27 - Sep 28
Total with taxes and fees
Lake Access 4 Bed 3 Full Bath
A living room with a sofa, a clock, a floor lamp, and a rug.

11. Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Shrewsbury
9.4 out of 10, Exceptional, (54 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 kitchen with a marble countertop, stainless steel appliances, and wooden beams.

12. A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
9.8 out of 10, Exceptional, (7 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
$1,377 nightly
The price is $1,538
Sep 27 - Sep 28
Total with taxes and fees
A Quintessential New England Historical Guesthouse
A modern kitchen with white cabinets, a central island, a microwave, and a stove.

13. totally remodeled house with fitness room, close to Boston and Worcester

totally remodeled house with fitness room, close to Boston and Worcester
Framingham
9.4 out of 10, Exceptional, (16 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
United States
Karyn V.
$369 nightly
The price is $412
Oct 4 - Oct 5
Total with taxes and fees
totally remodeled house with fitness room, close to Boston and Worcester
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

14. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
$206 nightly
The price is $230
Oct 26 - Oct 27
Total with taxes and fees
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A modern kitchen with a marble island, stainless steel appliances, and bar stools.

15. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
$608 nightly
The price is $679
Oct 5 - Oct 6
Total with taxes and fees
Entire home in Sterling, Massachusetts, United States
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

16. Beautiful & Relaxing Nashua Home - Minutes from Downtown

Beautiful & Relaxing Nashua Home - Minutes from Downtown
Nashua
10.0 out of 10, Exceptional, (20 reviews)
"Great home that had everything we needed for our stay! Many great amenities close by. Amazing communication by host! "
United States
Kristina M.
$523 nightly
The price is $567
Oct 26 - Oct 27
Total with taxes and fees
Beautiful & Relaxing Nashua Home - Minutes from Downtown
A cabin with a dock extending into a calm river, surrounded by snow-covered trees and a clear sky.

17. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Awesome few days away great place and surroundings. Jim is always there for you ."
United States
David S.
$330 nightly
The price is $358
Oct 5 - Oct 6
Total with taxes and fees
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A living room with a large flat-screen TV, a sofa, a coffee table, and a fireplace.

18. Sleek and Tidy Luxurious guest suite with private entrance

Sleek and Tidy Luxurious guest suite with private entrance
Nashua
$272 nightly
The price is $295
Sep 27 - Sep 28
Total with taxes and fees
Sleek and Tidy Luxurious guest suite with private entrance
A modern kitchen with a marble island, stainless steel appliances, and a dining area with bar stools.

19. Sakura House: Spacious 4BR w/ Gym & Premium Design

Sakura House: Spacious 4BR w/ Gym & Premium Design
Northborough
10.0 out of 10, Exceptional, (14 reviews)
"Very comfortable stay. Highly recommend it."
United States
Susmitha R.
Sakura House: Spacious 4BR w/ Gym & Premium Design
A stone pathway leading to a rustic building with a steep roof, surrounded by autumn foliage and a stone wall.

20. River Room overlooking the waterfall

River Room overlooking the waterfall
Wilton
10.0 out of 10, Exceptional, (7 reviews)
"Couldn't ask for a lovelier place to spend a couple of days in New Hampshire in May!"
United States
Bob H.
$255 nightly
The price is $277
Sep 28 - Sep 29
Total with taxes and fees
River Room overlooking the waterfall
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 Shirley Hotel Reviews

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent
"Beautiful place to stay I really recommend!"
Jeff 1-night trip
Posted 5 hours ago
Embassy Suites by Hilton Boston Marlborough

Find out more about Shirley

Everything you need to know about Shirley 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 Shirley 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 Shirley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shirley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shirley. 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 Shirley 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 Shirley rentals

At Expedia, we put the best Shirley 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 Shirley 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 Shirley 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 Shirley. 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

Can I find a vacation rental in Shirley?

Yes, you can find vacation rentals near the most popular sights in Shirley, or you can go with a secluded option if you're looking for relaxation. Shirley is known for its bars and restaurants. Make sure you have time to check out the lake views while you're in the area.

What are some of the best vacation home rentals in Shirley?

✨Private Studio w/ Loft Center Historic Carlisle✨: Visitors like this Shirley vacation home rental. It is equipped with a selection of books, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave, and kitchenware.

What’s there to see and do in Shirley?

Explore the area and cultural attractions such as Bull Run Restaurant, or visit a family-friendly sight such as Kimball Farm. The Mall at Whitney Field and Groton Hill Music Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Shirley like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Shirley. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of security 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 hotel, which is another reason why a vacation rental is a popular option for families.