A snow-covered river flowing through a town with brick buildings and a tall chimney in the background.

Ware Holiday 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 Ware holiday rentals

A grassy outdoor area with a hammock, chairs, and a stone wall.

1. 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)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
The price is HK$1,382
HK$1,652 total
includes taxes & fees
27 Oct - 28 Oct
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

2. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is HK$1,009
HK$1,919 total
includes taxes & fees
28 Oct - 29 Oct
Serene 1-bedroom suite on 75 acre horse property
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

3. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is HK$1,234
HK$1,661 total
includes taxes & fees
25 Oct - 26 Oct
Newly Built Barn Loft in Pioneer Valley
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

4. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
4.0 out of 10, (1 review)
The price is HK$345
HK$989 total
includes taxes & fees
25 Oct - 26 Oct
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

5. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
9.2 out of 10, Wonderful, (12 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
The price is HK$1,306
HK$1,651 total
includes taxes & fees
26 Oct - 27 Oct
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

6. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is HK$1,176
HK$2,469 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A wooden cabin with a glass upper floor, surrounded by a forest.

7. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (38 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
The price is HK$1,375
HK$2,017 total
includes taxes & fees
26 Oct - 27 Oct
Dove Cabin up in the Trees
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

8. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
The price is HK$486
HK$1,900 total
includes taxes & fees
26 Oct - 27 Oct
Modern Studio Ideal for Traveling Professionals
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

9. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is HK$980
HK$2,504 total
includes taxes & fees
26 Oct - 27 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior

10. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Closer to downtown able to"
United States
Jeremy R.
The price is HK$486
HK$2,381 total
includes taxes & fees
25 Oct - 26 Oct
Work, Play & Stay! Apt Near Holyoke Medical Center
The Cottage is nestled next to the historic Sagendorph Mansion.

11. 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 HK$1,793
HK$2,042 total
includes taxes & fees
25 Oct - 26 Oct
Cottage by the Castle – Downtown Spencer
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

12. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (23 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is HK$1,411
HK$3,085 total
includes taxes & fees
27 Oct - 28 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

13. Modern 1-bedroom apartment in peaceful Sturbridge with AC

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is HK$745
HK$1,007 total
includes taxes & fees
25 Oct - 26 Oct
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

14. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is HK$713
HK$1,867 total
includes taxes & fees
26 Oct - 27 Oct
Modern Studio Ideal for Traveling Professionals
A living room with two sofas, a coffee table, and a potted plant.

15. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.0 out of 10, Wonderful, (14 reviews)
"Great stay"
United States
Angelina O.
The price is HK$1,411
HK$3,085 total
includes taxes & fees
25 Oct - 26 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A modern kitchen with dark cabinets, a granite countertop, a built-in oven, a microwave, and a large window providing natural light.

16. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
The price is HK$2,351
HK$4,727 total
includes taxes & fees
28 Oct - 29 Oct
Penthouse overlooking downtown Amherst!
A rural landscape with a wooden barn, fenced fields, and a house with a blue roof.

17. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$917
HK$2,372 total
includes taxes & fees
27 Oct - 28 Oct
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A hotel with a central building, outdoor seating area, and a covered patio.

18. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
"very clean, wonderful location"
United States
Anonymous traveller
The price is HK$1,940
HK$3,926 total
includes taxes & fees
2 Nov - 3 Nov
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

19. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is HK$1,230
HK$2,836 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Home in Holyoke with 3 bedrooms
A modern living room with a flat-screen TV, a wooden coffee table, a gray sofa, a patterned rug, and a staircase with wooden steps.

20. Modern 3BR Duplex - Sleeps 6 - Off-Street Parking

Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
East Springfield
The price is HK$1,270
HK$2,685 total
includes taxes & fees
25 Oct - 26 Oct
Modern 3BR Duplex - Sleeps 6 - Off-Street Parking
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 Ware Hotel Reviews

Red Roof Inn PLUS+ West Springfield

Red Roof Inn PLUS+ West Springfield

8/10 Good
"We stayed at the Red Roof Inn + for one night. It is very close to Six Flags New England. It was clean and comfortable. Must get donuts at the Donut Dip across the street."
Desiree 1-night trip
Posted 2 hours ago
Red Roof Inn PLUS+ West Springfield

Find out more about Ware

Search for holiday rentals in Ware on Expedia! You can easily find your home rentals, villas, holiday apartments in Ware using one of the methods below:

  • View our selection of featured holiday rentals in Ware
  • Use the map to find apartments and other holiday homes in the Ware neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ware while they last

Look no further and take a look at our great range of rental properties in Ware!

Frequently asked questions

Can I find a holiday rental in Ware?

Yes, there are holiday rentals in Ware close to Wilton s Children Store, or you can select a more secluded option if you're looking for a relaxing stay. Ware is known for its shopping and restaurants. Make sure you have time to check out the monuments while you're in the area.

What are some of the best holiday rentals that Ware has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This highly rated holiday home rental in Ware is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Ware?

Choose from 3 Expedia holiday rentals in Ware for a memorable holiday.

What’s there to see and do in Ware?

Quabbin Reservoir Watershed Reservation and Swift River Wildlife Management Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Wilton s Children Store. Hardwick Vineyard and Winery and Gilbertville Covered Bridge are other places to visit while you're in town.

What’s a holiday rental in Ware like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ware. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.