Ware Holiday Rentals

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Our top choices for Ware holiday rentals

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
2.0 star property
Ware
10.0 out of 10, Exceptional, (4)
"We had a great time the place was clean and the owner was nice. I would definitely recommend."
United States
Laura B.
The price is AU$246
includes taxes & fees
23 Dec - 24 Dec
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is AU$493
includes taxes & fees
21 Dec - 22 Dec
Trainmaster's Inn - Caboose

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, (30)
"Great host- fun property!"
United States
Mary F.
The price is AU$470
includes taxes & fees
1 Jan - 2 Jan 2026
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is AU$464
includes taxes & fees
21 Dec - 22 Dec
Apartment in town center #1

Serene 1-bedroom suite on 65 acre horse property

Serene 1-bedroom suite on 65 acre horse property
Belchertown
10.0 out of 10, Exceptional, (23)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
The price is AU$317
includes taxes & fees
22 Dec - 23 Dec
Serene 1-bedroom suite on 65 acre horse property

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
9.2 out of 10, Wonderful, (13)
"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 AU$491
includes taxes & fees
19 Dec - 20 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Tiny Home with AC and WiFi in lovely Ludlow

Tiny Home with AC and WiFi in lovely Ludlow
Ludlow
8.4 out of 10, Very good, (9)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is AU$230
includes taxes & fees
19 Dec - 20 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Welcoming 3-bedroom house- Gardner home

Welcoming 3-bedroom house- Gardner home
2.0 star property
Chicopee
10.0 out of 10, Exceptional, (1)
"Overall had a great stay, the space is cozy and welcoming."
United States
Gracie B.
The price is AU$516
includes taxes & fees
22 Dec - 23 Dec
Welcoming 3-bedroom house- Gardner home

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
2.0 star property
Belchertown
9.4 out of 10, Exceptional, (22)
"Adorable spot. Great location. Clean, organized and well stocked. "
United States
Jen M.
The price is AU$320
includes taxes & fees
21 Dec - 22 Dec
Newly Built Barn Loft in Pioneer Valley

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, (10)
"Great stay"
United States
Angelina O.
The price is AU$491
includes taxes & fees
26 Dec - 27 Dec
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
The price is AU$492
includes taxes & fees
21 Dec - 22 Dec
Cozy Home in Holyoke with 3 bedrooms

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is AU$460
includes taxes & fees
22 Dec - 23 Dec
Spacious Massachusetts Apartment #2

Welcome to Honey Spot!

Welcome to Honey Spot!
Pine Point
9.8 out of 10, Exceptional, (27)
"Ricardo was a great!!made are stay wonderful was very helpful and went out of his way to make or stay great we had a good time place was beautiful something for everyone will definitely stay here again thank u"
United States
Marie A.
The price is AU$451
includes taxes & fees
31 Dec - 1 Jan 2026
Welcome to Honey Spot!

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
The price is AU$577
includes taxes & fees
19 Dec - 20 Dec
Townhouse with Pool Table - Renovated w/ King Bed

Charming Chicopee Getaway

Charming Chicopee Getaway
Chicopee
7.6 out of 10, Good, (4)
"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. "
United States
Tamara S.
The price is AU$410
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Chicopee Getaway

Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (1)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is AU$311
includes taxes & fees
20 Dec - 21 Dec
Cozy 2-bedroom apartment in Chicopee

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful renovated first floor apartment getaway
Forest Park
8.8 out of 10, Excellent, (3)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is AU$522
includes taxes & fees
23 Dec - 24 Dec
Newly Beautiful renovated first floor apartment getaway

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is AU$1,097
includes taxes & fees
9 Jan - 10 Jan 2026
4-bedroom house in nice Holden with WiFi, AC

The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is AU$429
includes taxes & fees
24 Dec - 25 Dec
The Creation Station is a cozy place so make yourself at home.

Terrific 3-bedroom unit in charming Leverett with AC

Terrific 3-bedroom unit in charming Leverett with AC
Leverett
10.0 out of 10, Exceptional, (1)
"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "
United States
Anna B.
The price is AU$710
includes taxes & fees
19 Dec - 20 Dec
Terrific 3-bedroom unit in charming Leverett with AC
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

Find out more about Ware

Everything you need to know about Ware holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ware holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Ware holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ware holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ware. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ware holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ware holiday rentals we have selected for you start as low as AU$230 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ware rentals

At Expedia, we put the best Ware holiday 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 Ware 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 Ware holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ware. 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 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 6 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.