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Compare 153 Vacation Homes in Southwick with updated reviews, rates, and availability.

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
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
Private Cabin On Over 12 Acres Of Woods!

Private Cabin On Over 12 Acres Of Woods!

9.8 out of 10, Exceptional, (6)
"The cabin was easy to find and was nicely set back in the woods which provided quiet and wonderful stargazing. Cabin was as described and close to hiking, shopping, and dining. Our dog enjoyed the large yard, and we enjoyed getting away from it all."
Private Cabin On Over 12 Acres Of Woods!
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
21 Dec - 22 Dec
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
146 Raymond · Prime West Hartford Center: Timeless Charm
kitchen

146 Raymond · Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (10)
"Great old West Hartford home. Very convenient to Center activities for us this weekend. Owner great to deal with. Highly recommended."
146 Raymond · Prime West Hartford Center: Timeless Charm
Lakeside 5-BR Home in Idyllic Berkshires

Lakeside 5-BR Home in Idyllic Berkshires

Lakeside 5-BR Home in Idyllic Berkshires
Cozy 4 Bedroom West Hartford House
Living area

Cozy 4 Bedroom West Hartford House

2.0 star property
Cozy 4 Bedroom West Hartford House
Beautiful House in Great Neighborhood - Rare Find
Exterior

Beautiful House in Great Neighborhood - Rare Find

2.0 star property
The price is AED 280
AED 825 total
includes taxes & fees
16 Jan - 17 January 2025
Beautiful House in Great Neighborhood - Rare Find
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!
The Creation Station is a cozy place so make yourself at home.
Exterior

The Creation Station is a cozy place so make yourself at home.

10.0 out of 10, Exceptional, (64)
"We were all delighted. Comfortable and fun. John is stellar host"
The price is AED 661
AED 1,017 total
includes taxes & fees
1 Jan - 2 January 2025
The Creation Station is a cozy place so make yourself at home.
Home in the woods
Exterior

Home in the woods

9.4 out of 10, Exceptional, (21)
"A perfect retreat in the woods - secluded, yet close enough by car to everything you need. Matt is easy to work with and a great communicator. We love it here and cannot wait to come back!"
Home in the woods
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
Hilda’s Riverside Retreat
Property grounds

Hilda’s Riverside Retreat

9.8 out of 10, Exceptional, (25)
"The property was lovely. The house was adorable when you walk inside. The view of the river was amazing. The house had everything you need for a short getaway. The only recommendation is to add that the train tracks are right by the house. We got in late and it was dark the first night. I woke up in the middle of the night thinking a truck was coming through the wall. "
Hilda’s Riverside Retreat
Massachusetts Vacation Rental w/ Deck
Easthampton Vacation Rental | 3BR | 1BA | 988 Sq Ft | 3 Steps

Massachusetts Vacation Rental w/ Deck

9.6 out of 10, Exceptional, (16)
"We had a lovely time staying here as a group for a birthday weekend, the location is great! "
Massachusetts Vacation Rental w/ Deck
136 Raymond · Prime West Hartford Center Location: Historic Gem

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (21)
"Our expectations were exceeded. The house was very clean, with a well stocked kitchen. Location of the house is excellent, only a couple of blocks away from Blue Back Square. We could walk to the library with my 2 grandchildren or drive to the Children's Museum in less than 10 minutes. Our host was very responsive to any questions we had. Would definitely stay at this house again. "
136 Raymond · Prime West Hartford Center Location: Historic Gem
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!
Spacious Tolland Home w/ Deck + Screened Porch!
Tolland Vacation Rental | 3BR | 3BA | Steps Required | 1,760 Sq Ft

Spacious Tolland Home w/ Deck + Screened Porch!

9.6 out of 10, Exceptional, (4)
"Great communication; well supplied home; beautiful and peaceful surroundings; some items in need of repair; lovely stay overall"
Spacious Tolland Home w/ Deck + Screened Porch!
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 Southwick

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
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 Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.