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

Ware Vacation Rentals

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Ware vacation rentals

Property grounds

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, (24 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
The price is AED 698
AED 831 total
includes taxes & fees
14 Sep - 15 Sep
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Smart TV, books, stereo

2. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (36 reviews)
"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."
United States
Emily O.
The price is AED 579
AED 786 total
includes taxes & fees
14 Sep - 15 Sep
Newly Built Barn Loft in Pioneer Valley
Interior

3. Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.6 out of 10, Exceptional, (11 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is AED 1,102
AED 1,920 total
includes taxes & fees
6 Sep - 7 Sep
Trainmaster's Inn - Caboose
Outdoor dining

4. 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, (35 reviews)
"This was an amazing nightly rate for the region, and a lovely place to visit. I'm so glad we found it and was available! Brent and family take great care of the place, and it was so magical waking up and seeing horses just a few feet from the window. We had fun playing games under the gazebo while horses munched on hay. There's lots of good hiking in the area too. The suite had everything we needed like extra blankets, kitchen wares, games, and a great shower too. Highly recommended!"
United States
Elizabeth
The price is AED 546
AED 981 total
includes taxes & fees
16 Sep - 17 Sep
Serene 1-bedroom suite on 75 acre horse property
TV, fireplace

5. Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (38 reviews)
"It was a beautiful property. Well-tended and all the amenities. Loved the view in morning and evening of mountains and sun / moon."
United States
Daniel C.
The price is AED 3,223
AED 5,988 total
includes taxes & fees
12 Sep - 13 Sep
Sleeps 15 • Pool • Retreat
Property grounds

6. 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, (9 reviews)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
The price is AED 646
AED 804 total
includes taxes & fees
29 Sep - 30 Sep
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Interior

7. 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 AED 551
AED 1,157 total
includes taxes & fees
13 Sep - 14 Sep
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Exterior

8. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (4 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is AED 841
AED 957 total
includes taxes & fees
7 Sep - 8 Sep
Cottage by the Castle – Downtown Spencer
Iron/ironing board, WiFi, bed sheets

9. Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat

Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Holland
The price is AED 628
AED 889 total
includes taxes & fees
6 Sep - 7 Sep
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
Exterior

10. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (35 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is AED 645
AED 941 total
includes taxes & fees
6 Sep - 7 Sep
Dove Cabin up in the Trees
Smart TV

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, Excellent, (19 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 AED 661
AED 1,450 total
includes taxes & fees
8 Sep - 9 Sep
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Interior

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
7.0 out of 10, Good, (2 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
The price is AED 202
AED 308 total
includes taxes & fees
6 Sep - 7 Sep
Modern 1-bedroom apartment in peaceful Sturbridge with AC
Living area

13. Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
7.8 out of 10, Good, (9 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is AED 760
AED 1,342 total
includes taxes & fees
10 Sep - 11 Sep
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Living area

14. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is AED 1,240
AED 2,402 total
includes taxes & fees
13 Sep - 14 Sep
Penthouse overlooking downtown Amherst!
Terrace/patio

15. 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, (48 reviews)
"Great place, amazing lake!"
United States
megan g.
The price is AED 477
AED 1,198 total
includes taxes & fees
11 Sep - 12 Sep
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is AED 202
AED 509 total
includes taxes & fees
5 Sep - 6 Sep
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
3 bedrooms, desk, iron/ironing board, travel crib

17. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is AED 879
AED 1,806 total
includes taxes & fees
15 Sep - 16 Sep
Townhouse with Pool Table - Renovated w/ King Bed
TV

18. Charming Chicopee Getaway

Charming Chicopee Getaway
Chicopee
7.6 out of 10, Good, (4 reviews)
"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 AED 275
AED 878 total
includes taxes & fees
8 Sep - 9 Sep
Charming Chicopee Getaway
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

19. Humble home with free breakfast

Humble home with free breakfast
Chicopee
5.4 out of 10, (3 reviews)
"This host cancelled my booking 3 hours after our check in time. We had already arrived and were left stranded with no where to stay."
United States
Kathleen D.
Humble home with free breakfast
Flat-screen TV, books

20. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (12 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is AED 621
AED 1,138 total
includes taxes & fees
13 Sep - 14 Sep
Cozy First Floor Apartment. Located in a quiet neighborhood.
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

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"Nice staff and clean environment"
Muyuan 1-night trip
Posted 4 hours ago
Holiday Inn Express Springfield Downtown by IHG

Frequently asked questions

Can I find a vacation rental in Ware?

Yes, we offer vacation rentals in Ware close to Wilton s Children Store, or you can choose a more secluded option if you want 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's the top vacation rental that Ware has to offer?

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: Visitors like this Ware vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 vacation rentals will I find in Ware?

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

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 vacation rental in Ware like?

Vacation rentals are private properties where you can stay for a couple of days or more in Ware. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.