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Vacation rentals in Ware

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Top-rated vacation rentals in Ware

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Guest suite in Granby

4.9 out of 5 average rating, 121 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Mar 28 – Apr 4

ﺩ.ﺇ396 per night

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Oct 3 – 10

ﺩ.ﺇ517 per night

Guesthouse in Northampton

5.0 out of 5 average rating, 272 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Jan 26 – Feb 2

ﺩ.ﺇ444 per night

Home in Granby

4.83 out of 5 average rating, 156 reviews

Clean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres

Spacious duplex (1600+ SQ Feet)with full kitchen, washer and dryer in unit, on 4+ acres to enjoy. OTHER DUPLEX IS OWNER OCCUPIED. Home is set back 800+ feet off main road on an old christmas tree farm. TVs in living room and master bedroom with Netflix. Property located off RT 202 for easy travel to surrounding towns, colleges, hiking trails, and various attractions. No parties. Feel free to contact us with any questions! You will see our pup Gronk, as he spends much of his time in the yard.

Oct 7 – 14

ﺩ.ﺇ567 per night

Guest suite in Sunderland

5.0 out of 5 average rating, 143 reviews

Bright private suite minutes to Five College area

Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Aug 29 – Sep 5

ﺩ.ﺇ334 per night

Guest suite in Warren

4.95 out of 5 average rating, 266 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Sep 27 – Oct 4

ﺩ.ﺇ263 per night

Home in Ware

4.89 out of 5 average rating, 109 reviews

Little House Inn

NO CLEANING FEES - NO CHORE LIST Reconnect with loved ones in this family-friendly place. Our little house is situated on an acre and a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or enjoy the woodland view from your deck with your morning coffee. Deer, turkeys, bunnies, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Feb 26 – Mar 5

ﺩ.ﺇ549 per night

Apartment in Pelham

4.99 out of 5 average rating, 128 reviews

Pelham 2nd floor Apartment

Second floor newly finished apartment that accommodates 2 guest. Well water and septic. Green by recycling and using salvage materials. Environmentally benign materials used where possible. Solar. Utilities and internet included. Raspberries and blueberries in season. 3.9 miles from UMASS and Amherst Colleges. 5.3 miles from Hampshire College. 11 miles from Mt. Holyoke and 12 miles from Smith College. NO PETS ACCEPTED! Allergy free. Don't hesitate to contact us with questions!

Dec 3 – 8

ﺩ.ﺇ466 per night

Apartment in Brimfield

4.98 out of 5 average rating, 138 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Aug 7 – 14

ﺩ.ﺇ551 per night

Guest suite in Amherst

4.95 out of 5 average rating, 110 reviews

Bright, peaceful suite in great location!

This comfy in-law apartment is on a side street in South Amherst, near a main bus line, just blocks away from Hampshire College and 2 miles from downtown Amherst, Amherst College & UMass. Fantastic Cali-Mex and Salvadorian restaurants a 3 minute walk, as are a great pub and pizza shop. The fully-furnished apartment has air conditioning, blackout shades and plenty of space to stretch out and relax. All areas are for guest use only (no shared spaces) with private entrance.

Jun 10 – 17

ﺩ.ﺇ421 per night

Guesthouse in Westminster

4.98 out of 5 average rating, 291 reviews

Guest House - 4 miles from Wachusett Mt.

Enjoy your stay in this cozy, newly renovated semi-attached in-law unit. It is located close to Route 2, walking distance to the town center, only 4 miles from Mt. Wachusett in a quiet neighborhood. It has 2 parking spaces and a private entrance. This unique space has everything to make you feel at home – including WiFi and Netflix. The kitchen is equipped with a Keurig Coffee Maker, Mini Fridge, and a Microwave. Queen-size bed, fresh towels, body wash are also provided.

Sep 27 – Oct 4

ﺩ.ﺇ505 per night

Cottage in Orange

4.95 out of 5 average rating, 130 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Nov 5 – 12

ﺩ.ﺇ442 per night

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Popular amenities for Ware vacation rentals

Free parking on premises

Air conditioning

Stay near Ware's top sights

Palmer Motorsports Park4 locals recommend

Janine's Frostee4 locals recommend

Quabbin Reservoir48 locals recommend

Teresa's Restaurant6 locals recommend

Rose 32 Bread10 locals recommend

Hanna Devine's3 locals recommend

Other great vacation rentals in Ware

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Dec 4 – 11

ﺩ.ﺇ472 per night

Apartment in Greenfield

4.96 out of 5 average rating, 268 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Jul 24 – 31

ﺩ.ﺇ385 per night

Apartment in Amherst

4.9 out of 5 average rating, 223 reviews

Amherst, Quiet, Private, Spacious Studio apartment

Sep 3 – 10

ﺩ.ﺇ455 per night

Apartment in Hadley

4.97 out of 5 average rating, 211 reviews

Sweet Retreat minutes from Northampton & Amherst

Oct 3 – 10

ﺩ.ﺇ427 per night

Camper/RV in Wilbraham

4.97 out of 5 average rating, 185 reviews

The Waddle on Inn

Sep 9 – 16

ﺩ.ﺇ385 per night

Home in Ware

4.94 out of 5 average rating, 79 reviews

Entire 1-st Floor Apt & Specials for 3+ Stays

Nov 12 – 19

ﺩ.ﺇ514 per night

Guest suite in Belchertown

4.98 out of 5 average rating, 96 reviews

Magical 1-br suite on 65 acre horse property

Aug 6 – 13

ﺩ.ﺇ563 per night

Guest suite in Pelham

4.98 out of 5 average rating, 49 reviews

Cozy Retreat Near Amherst, Under The Hemlocks

May 5 – 12

ﺩ.ﺇ442 per night

Destinations to explore