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

Ware Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Ware vacation rentals

A grassy outdoor area with a hammock, chairs, and a stone wall.

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, (27 reviews)
"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"
United States
Andrew
$224 nightly
The price is $237
Oct 27 - Oct 28
Total with taxes and fees
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

2. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
$201 nightly
The price is $212
Oct 1 - Oct 2
Total with taxes and fees
Newly Built Barn Loft in Pioneer Valley
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

3. 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, (10 reviews)
"What a beautiful set up for a pet friendly family stay - candles lit upon arrival and a child’s room filled with toys ready to be enjoyed."
United States
Gregory C.
$198 nightly
The price is $221
Oct 6 - Oct 7
Total with taxes and fees
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

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, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
$282 nightly
The price is $298
Oct 28 - Oct 29
Total with taxes and fees
Serene 1-bedroom suite on 75 acre horse property
A wooden cabin with a glass upper floor, surrounded by a forest.

5. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
$244 nightly
The price is $257
Oct 1 - Oct 2
Total with taxes and fees
Dove Cabin up in the Trees
A bedroom with a bed, a bedside table with a lamp, a window with curtains, a painting on the wall, and a carpet with a geometric pattern.

6. 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
10.0 out of 10, Exceptional, (1 review)
"Cute place! Susan was a great host and the cabin was perfect for a qick getaway weekend and some reconnection with mother nature.."
United States
Jessica K.
Cozy 2-bedroom cabin in welcoming Holland with AC comfort at Mishnoah Retreat
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

7. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
$286 nightly
The price is $324
Oct 6 - Oct 7
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
The Cottage is nestled next to the historic Sagendorph Mansion.

8. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (8 reviews)
"The cottage is beautiful, cozy and super comfortable! We loved it! The hosts also were super, communicative and friendly. The place was clean, we had everything we needed, is in a very safe area, and very pretty! Hight recommended! Thank you for hosting us!"
United States
Fabiola
$259 nightly
The price is $261
Oct 1 - Oct 2
Total with taxes and fees
Cottage by the Castle – Downtown Spencer
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Modern 1-bedroom apartment in peaceful Sturbridge with AC
Sturbridge
6.0 out of 10, (3 reviews)
"Clean place short drive to all Sturbridge attractions."
United States
Lynn M. T.
$115 nightly
The price is $128
Oct 1 - Oct 2
Total with taxes and fees
Modern 1-bedroom apartment in peaceful Sturbridge with AC
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

10. 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.
$306 nightly
The price is $342
Oct 18 - Oct 19
Total with taxes and fees
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

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, (21 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
$347 nightly
The price is $394
Oct 4 - Oct 5
Total with taxes and fees
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A living room with two sofas, a coffee table, and a potted plant.

12. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
$347 nightly
The price is $394
Oct 4 - Oct 5
Total with taxes and fees
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

13. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
$232 nightly
The price is $260
Oct 1 - Oct 2
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

14. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
$236 nightly
The price is $264
Oct 1 - Oct 2
Total with taxes and fees
Modern Studio Ideal for Traveling Professionals
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

15. 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
9.6 out of 10, Exceptional, (9 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
$318 nightly
The price is $360
Oct 13 - Oct 14
Total with taxes and fees
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

16. Lake House in Sturbridge w/All the Views!

Lake House in Sturbridge w/All the Views!
Sturbridge
9.6 out of 10, Exceptional, (24 reviews)
"We really appreciated the kindling and firewood for the outdoor fire pit.The house was clean and nice."
United States
Christian C.
$789 nightly
The price is $862
Oct 4 - Oct 5
Total with taxes and fees
Lake House in Sturbridge w/All the Views!
Exterior

17. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Closer to downtown able to"
United States
Jeremy R.
$314 nightly
The price is $351
Oct 7 - Oct 8
Total with taxes and fees
Work, Play & Stay! Apt Near Holyoke Medical Center
A bedroom with a bed, curtains, a bedside table, and a lamp.

18. 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.
$405 nightly
The price is $459
Oct 5 - Oct 6
Total with taxes and fees
Townhouse with Pool Table - Renovated w/ King Bed
A living room with a sofa set, a coffee table, and two lamps.

19. 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
$272 nightly
The price is $309
Oct 1 - Oct 2
Total with taxes and fees
Cozy First Floor Apartment. Located in a quiet neighborhood.
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
$164 nightly
The price is $183
Oct 4 - Oct 5
Total with taxes and fees
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
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

La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent
"G"
Albert 2-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Springfield MA

Find out more about Ware

Everything you need to know about Ware vacation rentals

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

Ware vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ware in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $128 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ware rentals

At Expedia, we put the best Ware vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.