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Check prices for these dates

Next weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug
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29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Cottages in Southwick

East Otis Vacation Rental w/ Private Deck & BBQ!
Relax in this inviting room with a plush bed, sofa, and TV, offering stunning views of Lake.

East Otis Vacation Rental w/ Private Deck & BBQ!

9.6 out of 10, Exceptional, (9)
"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!
Lakefront Tranquility/Fishermans Delight
Cozy living space with a dining area, sofa, and wooden ceiling with exposed beams.

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (19)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight
Massachusetts Vacation Rental w/ Deck
House (3 Bedrooms) | Interior

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
Private Island - Largest Fresh Water Reservoir in Mass....
Relax in this cabin's open-plan living area with a fireplace, scenic lake views, and comfortable seating.

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

9.0 out of 10, Wonderful, (7)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass....
Westfield Vacation Rental w/ Porch, Pets Welcome!
Stylish single-story home with a gabled roof and a cozy front porch.

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
Cozy Springfield Vacation Rental Near Downtown
Terrace/patio

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Cozy Springfield Vacation Rental Near Downtown
Historic Huntington Home - Walk to Westfield River
Kitchen features a large window, refrigerator, stove, and dishwasher, with a ceiling fan for ventilation.

Historic Huntington Home - Walk to Westfield River

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
Historic Huntington Home - Walk to Westfield River
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Enjoy a serene lakeside view from this deck overlooking a calm body of water.

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

10.0 out of 10, Exceptional, (6)
"Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Charming Windsor Home w/ Private Backyard!
House (3 Bedrooms) | Interior

Charming Windsor Home w/ Private Backyard!

3.0 star property
8.0 out of 10, Very good, (1)
"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."
Charming Windsor Home w/ Private Backyard!
A-frame Cabin w/ Furnished Deck in Becket!
House (2 Bedrooms) | Interior

A-frame Cabin w/ Furnished Deck in Becket!

3.0 star property
A-frame Cabin w/ Furnished Deck in Becket!
Lakefront Granby Escape w/ Private Dock & Kayaks!
Cozy living room with a fireplace, sofa, and coffee table, surrounded by rustic charm.

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Guests can enjoy an outdoor space with a table, chairs, and umbrella amidst lush greenery.

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

10.0 out of 10, Exceptional, (3)
"House was great. Great location. Clean and comfortable. No hair dryer like the listed stated. Host was quick to respond. Will stay again."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Enjoy cooking in this well-lit kitchen with sleek cabinetry, a stainless steel range, and microwave.

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

10.0 out of 10, Exceptional, (1)
"Nice to have a Vrbo versus hotel in a quiet neighborhood. Heater wasn’t working and owner had someone there within a hour to fix it. We left our laptop and owner notified us immediately. Placed worked out great for our business trip."
Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Guests can enjoy serene lakeside views from the comfort of their accommodations.

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

10.0 out of 10, Exceptional, (44)
"Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again! "
Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Enjoy cooking in this well-equipped kitchen with a large island, stainless steel appliances, and a window above the sink.

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

Private Lake Cottage on 3 acres w/350 sq. ft. deck
Lakefront Otis Home w/ Stunning Views & Boats!
House (2 Bedrooms) | Interior

Lakefront Otis Home w/ Stunning Views & Boats!

3.0 star property
Lakefront Otis Home w/ Stunning Views & Boats!
Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Escape to a serene oasis amidst lush greenery and vibrant flowers.

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

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.
Cozy Becket Cottage Escape w/ Lake Access!
Cottage (2 Bedrooms) | Interior

Cozy Becket Cottage Escape w/ Lake Access!

3.0 star property
Cozy Becket Cottage Escape w/ Lake Access!
Cozy Becket Cottage Escape w/ Lake Access!
Relax on the deck with a view of the lush forest, surrounded by a table and seating for a peaceful retreat.

Cozy Becket Cottage Escape w/ Lake Access!

2.0 star property
Cozy Becket Cottage Escape w/ Lake Access!
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Enjoy cooking in this kitchen with a central island, stainless steel appliances, and ample counter space.

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

3.0 star property
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
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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Frequently asked questions

What is there to do in Southwick near my cottage?
If you'd like to make the most of your time in Southwick, find your way to Six Flags New England. It's a hit with locals and travellers alike.