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
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Ware vacation 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 AED 727
AED 846 total
includes taxes & fees
17 Aug - 18 Aug
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
3 bedrooms, iron/ironing board, WiFi (free), 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.
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 AED 444
AED 1,305 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 AED 551
AED 1,272 total
includes taxes & fees
27 Jul - 28 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, (33 reviews)
"Kitchen was clean and well stocked with water, and some small snacks. "
United States
Cheyenne K.
The price is AED 579
AED 786 total
includes taxes & fees
28 Jul - 29 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, (32 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is AED 645
AED 945 total
includes taxes & fees
22 Jul - 23 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, (31 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 AED 423
AED 839 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 AED 698
AED 882 total
includes taxes & fees
28 Jul - 29 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 AED 841
AED 957 total
includes taxes & fees
27 Jul - 28 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)
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 AED 746
AED 1,403 total
includes taxes & fees
22 Jul - 23 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
9.8 out of 10, Exceptional, (46 reviews)
"We had a great time swimming and kayaking. The house was spotless. Lake front with great parking."
United States
Christy
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 AED 479
AED 695 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, (82 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.
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 AED 1,322
AED 3,348 total
includes taxes & fees
29 Jul - 30 Jul
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.
The price is AED 1,306
AED 2,852 total
includes taxes & fees
28 Jul - 29 Jul
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)
The price is AED 2,553
AED 3,939 total
includes taxes & fees
9 Aug - 10 Aug
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
3 bedrooms, desk, iron/ironing board, travel crib

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 AED 803
AED 1,686 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 AED 760
AED 1,325 total
includes taxes & fees
22 Jul - 23 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, (6 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 AED 655
AED 1,322 total
includes taxes & fees
22 Jul - 23 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

Wellsworth Hotel

Wellsworth Hotel

8/10 Good
"Clean rooms. Beautiful hotel with a unique history."
John 1-night trip
Posted 1 hour ago
Wellsworth Hotel

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?

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 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.