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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Ware holiday rentals

Property grounds

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (20 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 HK$1,411
HK$1,682 total
includes taxes & fees
21 Jul - 22 Jul
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in town center #1

Apartment in town center #1
West Brookfield
8.8 out of 10, Excellent, (28 reviews)
"Stayed here to visit Treehouse brewing with some friends and it was perfect. "
United States
Chris G.
The price is HK$941
HK$2,750 total
includes taxes & fees
22 Jul - 23 Jul
Apartment in town center #1
Interior

Spacious Massachusetts Apartment #2

Spacious Massachusetts Apartment #2
West Brookfield
9.2 out of 10, Wonderful, (31 reviews)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$964
HK$2,776 total
includes taxes & fees
27 Jul - 28 Jul
Spacious Massachusetts Apartment #2
Interior

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,176
HK$2,697 total
includes taxes & fees
26 Jul - 27 Jul
Trainmaster's Inn - Caboose
Smart TV, books, stereo

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (32 reviews)
"Kitchen was clean and well stocked with water, and some small snacks. "
United States
Cheyenne K.
The price is HK$1,235
HK$1,678 total
includes taxes & fees
30 Jul - 31 Jul
Newly Built Barn Loft in Pioneer Valley
Exterior

Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (31 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is HK$1,376
HK$2,018 total
includes taxes & fees
20 Jul - 21 Jul
Dove Cabin up in the Trees
Outdoor dining

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, (30 reviews)
"We had a lovely weekend, it was quiet, private and watching the horses in the pasture was wonderful. We would definitely stay again. "
United States
Kim G.
The price is HK$872
HK$1,767 total
includes taxes & fees
27 Jul - 28 Jul
Serene 1-bedroom suite on 75 acre horse property
Property grounds

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, (7 reviews)
"Welcoming, cute."
United States
Trinity M.
The price is HK$1,529
HK$1,927 total
includes taxes & fees
26 Jul - 27 Jul
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Exterior

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (2 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is HK$1,615
HK$1,839 total
includes taxes & fees
20 Jul - 21 Jul
Cottage by the Castle – Downtown Spencer
TV, fireplace

Sleeps 15 • Pool • Retreat

Sleeps 15 • Pool • Retreat
Brimfield
10.0 out of 10, Exceptional, (37 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
Sleeps 15 • Pool • Retreat
Interior

Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (2 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$2,470 total
includes taxes & fees
27 Jul - 28 Jul
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Terrace/patio

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, (45 reviews)
"What a relaxing cottage! "
United States
Dana B.
The price is HK$1,176
HK$2,754 total
includes taxes & fees
30 Jul - 31 Jul
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Smart TV

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

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst
9.8 out of 10, Exceptional, (112 reviews)
"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "
United States
Bill K.
The price is HK$1,023
HK$1,484 total
includes taxes & fees
23 Jul - 24 Jul
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior detail

comfort, luxury, privacy

comfort, luxury, privacy
Amherst
9.8 out of 10, Exceptional, (81 reviews)
"We have stayed here several times and it is always perfect. The hosts are great and the house is perfect. "
United States
paul s.
The price is HK$953
HK$1,414 total
includes taxes & fees
27 Jul - 28 Jul
comfort, luxury, privacy
Interior

Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (22 reviews)
"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"
United States
Caitlin D.
The price is HK$3,371
HK$7,780 total
includes taxes & fees
5 Aug - 6 Aug
Lake House in Sturbridge w/All the Views!
Terrace/patio

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Charlton
8.6 out of 10, Excellent, (25 reviews)
"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"
United States
Jan L.
Spacious Getaway by TreeHouse Brewery & Amazon WareHouse
Property grounds

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
10.0 out of 10, Exceptional, (94 reviews)
"Amazing place to gather and relax. "
United States
Evan M.
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
3 bedrooms, desk, iron/ironing board, travel cot

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (16 reviews)
"The house was clean, comfortable and had everything covered for the weekend. A must stay when traveling to Chicopee."
United States
RAFAEL U.
The price is HK$1,715
HK$3,600 total
includes taxes & fees
27 Jul - 28 Jul
Townhouse with Pool Table - Renovated w/ King Bed
Living area

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 HK$1,623
HK$2,837 total
includes taxes & fees
20 Jul - 21 Jul
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
2 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
10.0 out of 10, Exceptional, (5 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is HK$1,432
HK$2,870 total
includes taxes & fees
21 Jul - 22 Jul
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
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

Riverdale Inn

Riverdale Inn

8/10 Good
"Staff is great ac works good rooms are just rooms parking is good very quiet for a night is just fine"
renee 1-night trip
Posted less than an hour ago
Riverdale Inn

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?

Swift River Wildlife Management Area and Quabbin Reservoir Watershed Reservation 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 Herman Covey Wildlife Management Area 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.