Search Cottages in Southwick

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Rab. I - 9 Rab. I
In two weeks
14 Rab. I - 16 Rab. I
In one month
28 Rab. I - 30 Rab. I
In two months
25 Rab. II - 27 Rab. II

Compare 31 Cottages in Southwick with updated reviews, rates, and availability.

Private Island - Largest Fresh Water Reservoir in Mass....
Aerial view

Private Island - Largest Fresh Water Reservoir in Mass....

9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....
East Otis Vacation Rental w/ Private Deck & BBQ!
East Otis Vacation Rental | Studio | 1BA | 800 Sq Ft | Steps to Enter

East Otis Vacation Rental w/ Private Deck & BBQ!

9.6 out of 10, Exceptional, (7)
"Wally and Donna were very hospitable! We loved this cottage and its location to everything we wanted to do. The neighborhood was tranquil and beautiful. Such a great place!"
East Otis Vacation Rental w/ Private Deck & BBQ!
Private Lake Cottage on 3 acres w/350 sq. ft. deck
This living room has an oversized sectional with a large fireplace and smart TV.

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck
Massachusetts Vacation Rental w/ Deck
Terrace/patio

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Main deck

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Lakefront Tranquility/Fishermans Delight
Upper deck view

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (18)
"The cabin was simple, clean, and cozy. A great place to slow down, and enjoy a simpler lifestyle with a beautiful view of the lake. We hope to return during the summer when we can enjoy the lake fully. "
Lakefront Tranquility/Fishermans Delight
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Monterey Vacation Rental | 3BR | 1BA | 900 Sq Ft | Stairs Required

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks

10.0 out of 10, Exceptional, (3)
"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Historic Huntington Home - Walk to Westfield River
Exterior

Historic Huntington Home - Walk to Westfield River

3.0 star property
Historic Huntington Home - Walk to Westfield River
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Room

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Lakefront Granby Escape w/ Private Dock & Kayaks!
Living area

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Lakefront Otis Home w/ Stunning Views & Boats!
Aerial view

Lakefront Otis Home w/ Stunning Views & Boats!

3.0 star property
Lakefront Otis Home w/ Stunning Views & Boats!
Charming Windsor Home w/ Private Backyard!
Exterior

Charming Windsor Home w/ Private Backyard!

3.0 star property
Charming Windsor Home w/ Private Backyard!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Living area

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

3.0 star property
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Terrace/patio

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

3.0 star property
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
East Otis Vacation Rental w/ Private Deck & Bbq!
Exterior

East Otis Vacation Rental w/ Private Deck & Bbq!

3.0 star property
East Otis Vacation Rental w/ Private Deck & Bbq!
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Living area

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

3.0 star property
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Berkshires Cabin 2 Mi to Appalachian Trail!
Exterior

Berkshires Cabin 2 Mi to Appalachian Trail!

3.0 star property
Berkshires Cabin 2 Mi to Appalachian Trail!
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Living area

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

2.0 star property
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Springfield Vacation Rental: 1 Mi to Downtown
Living area

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown
Woodfall by Avantstay Tons of Outdoor Space
Exterior

Woodfall by Avantstay Tons of Outdoor Space

3.0 star property
Woodfall by Avantstay Tons of Outdoor Space
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.
Don't see what you're looking for?
See all available properties in Southwick
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southwick

Linny's Updated Lakeview Cottage - Cozy & Modern
Our open concept living room makes the home feel spacious

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (57)
"More than expected, owner pays attention to detail, many amenities, spotless. All the comforts of home. Owner very prompt to answer any questions. Will definitely be booking this againRobbin and Rich Willis"
Linny's Updated Lakeview Cottage - Cozy & Modern
PICON COZY
Private kitchen

PICON COZY

7.6 out of 10, Good, (57)
"I booked this for my elderly Mom and her adult granddaughter who were in town for the holidays and also awaiting a January 1 move in to a new apartment. Fidelis was attentive, kind, and responded quickly to any issues in the property. The place itself was truly like home away from home and convenient to stores, shopping and public transportation. I would recommend anyone looking for a cozy stay in Springfield to check it out. It is well worth the price. I would even say it is a bargain and...
The price is SAR 281
SAR 638 total
includes taxes & fees
2 Mar - 3 Mar
PICON COZY
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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.

Frequently asked questions

Why book your cottage in Southwick with Expedia?
Reserving a cottage in Southwick is as easy as deciding on your travel dates and picking an ideal place for outdoor recreation and relaxation. From upmarket retreats to inexpensive stays and cottages that include amenities like laundry facilities, Expedia has something for all tastes. As for epic deals? We’ve got you covered!
How can I find cheap cottages in Southwick?
A great way to score cheap cottages in Southwick is with Expedia’s convenient filter tool. Narrow your search results by star rating, budget and amenities to take advantage of unbeatable prices in just a few clicks.