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Compare 155 Vacation Homes in Westfield with updated reviews, rates, and availability.

Island Vibes Home
Living area

Island Vibes Home

10.0 out of 10, Exceptional, (10)
"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "
Island Vibes Home
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Private kitchen

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (8)
"Great stay. Host lives to the right. Good spacious place. Quite. Clean. Easy to find from the road. We enjoyed our stay. Very comfortable. "
The price is AED 606
AED 1,052 total
includes taxes & fees
3 Jan - 4 January 2025
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Berkshire Ski House on Lake Garfield w/HT By Great Barrington
Main Level LR sliding doors to Front Deck lake view, open to the dining room.

Berkshire Ski House on Lake Garfield w/HT By Great Barrington

10.0 out of 10, Exceptional, (3)
"We had a lovely stay! The space was perfect for our group of 4 moms looking for a peaceful getaway. The host was very responsive. Only note for those visiting, rideshares (Uber and otherwise) are few and far between. Schedule ahead! We'd definitely stay again :)"
Berkshire Ski House on Lake Garfield w/HT By Great Barrington
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
Quintessential 6-BR Berkshires Lodge

Quintessential 6-BR Berkshires Lodge

9.8 out of 10, Exceptional, (8)
"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "
Quintessential 6-BR Berkshires Lodge
Amherst, Perfect Location, UMass, Smith, MHC!
The Valley is known for our picturesque red tobacco barns and expansive cornfields.

Amherst, Perfect Location, UMass, Smith, MHC!

10.0 out of 10, Exceptional, (14)
"The house was perfect for us as we moved our daughter into UMASS. Close to the college, restaurants and shopping. Very clean house and had everything we needed. "
Amherst, Perfect Location, UMass, Smith, MHC!
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Marina

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Charming 4Bds+1crib house with patio Amherst Center
Pool

Charming 4Bds+1crib house with patio Amherst Center

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location near restaurants and stores. House is "
The price is AED 760
AED 1,538 total
includes taxes & fees
29 Dec - 30 Dec
Charming 4Bds+1crib house with patio Amherst Center
Cozy apartment located in quiet Williamsburg
Exterior

Cozy apartment located in quiet Williamsburg

9.4 out of 10, Exceptional, (47)
"Convenient location, comfortable."
The price is AED 551
AED 943 total
includes taxes & fees
24 Dec - 25 Dec
Cozy apartment located in quiet Williamsburg
PICON COZY
Private kitchen

PICON COZY

7.8 out of 10, Good, (55)
"Todo limpio y con buena ubicacion"
The price is AED 275
AED 625 total
includes taxes & fees
3 Jan - 4 January 2025
PICON COZY
Hadley Amherst Location.Explore the Valley Colleges!
Bike ride on the Norwottuck Rail Trail( entrance to trail 2-minutes from the house) to the CT River- Bring your bikes and enjoy!

Hadley Amherst Location.Explore the Valley Colleges!

10.0 out of 10, Exceptional, (129)
"The house was amazing, clean and comfortable. The area was great and very close to restaurants and shopping. I just can’t say enough good things about our experience. If I could give it more than five stars I would. "
Hadley Amherst Location.Explore the Valley Colleges!
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Best night's sleep on king size sleigh bed

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

9.8 out of 10, Exceptional, (96)
"Easy check in, very clean and well stocked with everything needed. I was visiting my daughter at UMass who had to have knee surgery. There was lots of space for her to get around. It was also close to the University which was important for us as well."
The price is AED 533
AED 763 total
includes taxes & fees
24 Dec - 25 Dec
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Big farmhouse in the foothills of the Berkshires
Exterior

Big farmhouse in the foothills of the Berkshires

10.0 out of 10, Exceptional, (129)
"This was the perfect place to stay while we visited family in Massachusetts. The place was kept beautifully and had all of the amenities to make our visit comfortable. We will definitely book this place in the future."
The price is AED 790
AED 1,402 total
includes taxes & fees
29 Dec - 30 Dec
Big farmhouse in the foothills of the Berkshires
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.6 out of 10, Exceptional, (11)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
View from deck looking over our dock on a still day in last days of October.

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

10.0 out of 10, Exceptional, (147)
"Highly recommend this house. Wonderful location, plenty of beds for a group. Great communication with the host."
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Exterior

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
The price is AED 1,396
AED 2,518 total
includes taxes & fees
28 Dec - 29 Dec
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Linny's Updated Lakeview Cottage - Cozy & Modern
Exterior

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (55)
"The Lakeview Cottage exceeded expectations! My family was visiting from out of state for our daughters’ Cheer Competition and it was the perfect home away from home. Home was clean, Host was very communicative and accommodating, would definitely book again!"
Linny's Updated Lakeview Cottage - Cozy & Modern
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Room

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

8.4 out of 10, Very Good, (6)
"I was a bit nervous after booking and ready some of the reviews about being a noisy location as I’m a light sleeper. It is a very active neighborhood directly behind large shopping with a railroad track nearby and a flight path directly overhead. However I just played some white noise music on my phone and it was fine. We didn’t spend much time at the house as we were on business leaving around 5am daily and coming back after 9pm. It’s too bad because it has a huge nice backyard. Plenty of off...
The price is AED 367
AED 1,071 total
includes taxes & fees
26 Dec - 27 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Linny’s Cozy Lakeside Family Friendly Home with dock
birds eye view

Linny’s Cozy Lakeside Family Friendly Home with dock

9.8 out of 10, Exceptional, (18)
"Cozy little cottage for peace and relaxation. "
Linny’s Cozy Lakeside Family Friendly Home with dock
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Becket Vacation Rental | 3BR | 3BA | 2,750 Sq Ft | Stairs Required

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

10.0 out of 10, Exceptional, (33)
"Nestled very quietly in the woods, this elegant home has everything you need for comfort."
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
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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Other property types in Westfield

Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
Island Vibes Home
Living area

Island Vibes Home

10.0 out of 10, Exceptional, (10)
"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "
Island Vibes Home
Berkshires Cabin 2 Mi to Appalachian Trail!
Otis Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Stairs to Access

Berkshires Cabin 2 Mi to Appalachian Trail!

9.6 out of 10, Exceptional, (10)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!
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.