Photo by Nick DeCondio

Ware Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Ware

Our top choices for Ware holiday rentals

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (19)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is HK$1,367
HK$1,971 total
includes taxes & fees
8 Sept - 9 Sept
Dove Cabin up in the Trees

5 bedroom in the center of Springfield .

9.0 out of 10, Wonderful, (8)
"As advertised, great communication, would stay there again!"
5 bedroom in the center of Springfield .

Tiny Home with AC and WiFi in lovely Ludlow

8.8 out of 10, Excellent, (5)
The price is HK$615
HK$1,166 total
includes taxes & fees
5 Sept - 6 Sept
Tiny Home with AC and WiFi in lovely Ludlow

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (111)
"The weather didn’t cooperate enough for us to enjoy the water, but it was lovely to look at"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Newly Built Barn Loft in Pioneer Valley

2.0 star property
9.4 out of 10, Exceptional, (15)
"Small but well maintained, clean, well stocked & nic"
The price is HK$1,226
HK$1,675 total
includes taxes & fees
2 Sept - 3 Sept
Newly Built Barn Loft in Pioneer Valley

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"A truly beautiful place with the most gorgeous pool and landscaping. We will be back for sure!"
Luxury Home, Pool, fireplace

PICON COZY

7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is HK$555
HK$1,292 total
includes taxes & fees
8 Sept - 9 Sept
PICON COZY

Charming Chicopee Getaway

10.0 out of 10, Exceptional, (1)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
The price is HK$833
HK$2,189 total
includes taxes & fees
8 Sept - 9 Sept
Charming Chicopee Getaway

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

9.0 out of 10, Wonderful, (7)
"Great property! Thank you for a wonderful stay."
The price is HK$1,542
HK$3,062 total
includes taxes & fees
8 Sept - 9 Sept
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (107)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is HK$2,368
HK$4,495 total
includes taxes & fees
10 Sept - 11 Sept
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

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

9.6 out of 10, Exceptional, (19)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
The price is HK$1,168
HK$2,735 total
includes taxes & fees
10 Sept - 11 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

HOMEY HOMEY

3.4 out of 10, (3)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
The price is HK$561
HK$1,299 total
includes taxes & fees
3 Sept - 4 Sept
HOMEY HOMEY

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

9.0 out of 10, Wonderful, (10)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is HK$1,090
HK$2,668 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (34)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is HK$1,557
HK$2,624 total
includes taxes & fees
31 Aug - 1 Sept
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Brimfield Waterfront cottage

10.0 out of 10, Exceptional, (6)
"Property is in excellent condition, just the right amount of space for us. "
Brimfield Waterfront cottage

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome

Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

10.0 out of 10, Exceptional, (2)
"Great little cottage at a lake. Super well appointed with pots, pans, gas grill, etc.... great hosts very attentive! "
Lakefront: Fish, Kayak, Canoe, Near Treehouse Brewery, Sturbridge Village!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

9.0 out of 10, Wonderful, (23)
"Check in was easy. This met all of our needs. "
The price is HK$3,504
HK$6,060 total
includes taxes & fees
1 Sept - 2 Sept
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Peaceful trip. Close to places we chose to visit. Matt is a complete gentleman and made us feel so welcome! "
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ware Hotel Reviews

Find out more about Ware

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!

Explore a world of travel with Expedia

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?

3-bedroom house in perfect Springfield with WiFi, AC: This holiday home rental outside of Ware has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals will I find in Ware?

Choose from 5 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.