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Holiday Homes in Westfield

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Featured Holiday Homes in Westfield

Peace and quiet on the lake

9.6 out of 10, Exceptional, (217)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
Peace and quiet on the lake

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (37)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Linny’s Lake Retreat, Family-Friendly & Dock Access

9.8 out of 10, Exceptional, (22)
"Amazing place and great hosts! This place was perfect for us to stay while in town visiting family. Will definitely be staying here again"
Linny’s Lake Retreat, Family-Friendly & Dock Access

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

10.0 out of 10, Exceptional, (1)
"Smooth and straightforward check-in process. They were accommodating to our schedule and communicated everything in a timely manner. House was clean and everything looked as listed. Kitchen was well stocked with up to date appliances and plenty of utensils which was a nice surprise. Plenty of space for 7 of us, would suggest bringing an air mattress though if with a larger party. Overwhelming positive experience overall. "
The price is AU$786
includes taxes & fees
24 Aug - 25 Aug
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

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

9.4 out of 10, Exceptional, (25)
"Right off the highway, very clean and kitchen was very well equipped. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

9.4 out of 10, Exceptional, (6)
"Beautiful new spacious property in a great safe neighborhood. Very nice for groups. Common Living space s conducive for gathering. Property still under construction as there were other homes still being built. Near busy street but monimal noise. Would stay again."
The price is AU$1,259
includes taxes & fees
1 Sept - 2 Sept
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

Newly Renovated 4 Bedroom House

10.0 out of 10, Exceptional, (2)
"The house was perfect for a weekend wedding trip. "
Newly Renovated 4 Bedroom House

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

9.8 out of 10, Exceptional, (107)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

10.0 out of 10, Exceptional, (20)
"This beautiful home was perfect for our short stay in Western Massachusetts. Everything was just lovely, clean, comfortable, quiet. Great hosts and so kind and accommodating to our needs. Thank you so much. We will definitely look to stay here again for future family visits. "
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Tiny Home with AC and WiFi in lovely Ludlow

8.6 out of 10, Excellent, (4)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
The price is AU$236
includes taxes & fees
23 Aug - 24 Aug
Tiny Home with AC and WiFi in lovely Ludlow

PICON COZY

7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is AU$261
includes taxes & fees
23 Aug - 24 Aug
PICON COZY

Lakefront Bungalow

9.6 out of 10, Exceptional, (10)
"Nice location on water, clean, kitchen had all our needs--would stay there again."
Lakefront Bungalow

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

9.0 out of 10, Wonderful, (10)
"Comfortable, clean and well maintained property. I definitely will book again. "
The price is AU$529
includes taxes & fees
1 Sept - 2 Sept
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

9.4 out of 10, Exceptional, (28)
"Peaceful trip. Close to places we chose to visit. Matt is a complete gentleman and made us feel so welcome! "
Home in the woods - Big, Acreage, Nature Oasis, King Bed, Giant Windows

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (9)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!

1840's Whaling Captain's Farm Estate, 6-10 guests

10.0 out of 10, Exceptional, (5)
"Such a beautiful home and property. We had a great time exploring during the day and spending time together at night. Sunsets over the pond are particularly lovely and the screened in porch and sitting around a fire in the chiminea outside are the perfect spots for a cocktail. We look forward to our next visit!"
1840's Whaling Captain's Farm Estate, 6-10 guests

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Historic Williams House 2-bedroom downtown Northampton with AC, WiFi

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

10.0 out of 10, Exceptional, (2)
"Well, the title says it all beautiful rooms, beautiful furniture, great kitchen, tons of room wonderful outdoor space took advantage of the fire pit didn’t get a chance to go on the lake as we were on another lake, but all their amenities just looked amazing. I could spend a week they are easy will be back saw a beautiful dear "
Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

9.6 out of 10, Exceptional, (33)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is AU$522
includes taxes & fees
24 Aug - 25 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
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 Westfield Hotel Reviews