Are there family-friendly vacation rentals in Southwick?

Southwick has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Do house rentals in Southwick have air conditioning?

Absolutely! We offer over 10 house rentals with air conditioning in Southwick. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Southwick have free parking?

Absolutely! We offer over 10 house rentals with free parking in Southwick. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in house rentals in Southwick?

Experience the best of Southwick with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

What are the most popular amenities for House Rentals in Southwick?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Do house rentals in Southwick have wifi?

Absolutely! We offer over 10 house rentals with wifi in Southwick. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Southwick have a kitchen?

Absolutely! We offer over 10 house rentals with a kitchen in Southwick. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly vacation rentals in Southwick?

Four-legged friends are welcome in Southwick. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Southwick

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Southwick

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.

Chalet in Otis

4.95 out of 5 average rating, 437 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Guest favorite

A hot tub with bubbling water is showcased under a covered patio, offering a view of the serene lake and surrounding trees. Soft lighting enhances the tranquil setting, while glimpses of the lake's shoreline and distant boats are visible in the background.

Cottage in Southwick

4.98 out of 5 average rating, 131 reviews

Hot Tub w/ Foliage Lake Views, Fire Pit & Kayaks

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Superhost

A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.

Apartment in Windsor Locks

4.85 out of 5 average rating, 174 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Guest favorite

A modern kitchen is presented, featuring blue and white cabinetry, a large farmhouse sink, and stainless steel appliances. Natural light pours in from multiple windows, illuminating the space. Countertops provide ample workspace, complemented by a patterned rug near the entrance.

Home in Southwick

4.89 out of 5 average rating, 18 reviews

Exceptional Lakehouse Getaway!

Welcome to the North Ponds of Lake Congamond! Enjoy the lake views in this momentum & peacefulness. House features, king size bed, full & twin. Kick back and relax in this calm, stylish lake house fully equipped for your stay, to cook, bake, grill & play board games. Park your boat on the dock if you wish to bring your boat at the time of your stay. Minutes away from stores, restaurants & golf courses. Wait no further to book your getaway & relax in this beautiful and neat lake house.

Top guest favorite

Two sheep sit comfortably on a bed of soft wood shavings. Their woolly coats provide contrast, with one sheep displaying a predominantly white fleece and the other featuring a patch of black on its face. The interior of a vehicle is visible in the background.

Guest suite in Granby

4.95 out of 5 average rating, 108 reviews

Onomea Farm

Relax and watch the sheep graze in the pasture. Enjoy the amazing night sky. Fabulous modern two bedroom handicapped accessible in law suite with separate entrance. Fireplace, washer/dryer, heat, central A/C. Queen bed on main level, King and pull out sofa on 2nd floor. Both bedrooms have 50” TV’s. Full kitchen. Located in North Granby, CT. Quiet location yet close to major attractions and Bradley airport. We have 8 resident well behaved dogs THAT RUN FREE on the property -

Guest favorite

A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.

Home in Feeding Hills

4.89 out of 5 average rating, 999 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Top guest favorite

The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.

Home in Russell

4.96 out of 5 average rating, 277 reviews

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)

Top guest favorite

A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.

Home in Agawam

4.98 out of 5 average rating, 206 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Guest favorite

A brick patio area is seen with two rocking chairs positioned beside vibrant orange and yellow flower pots. A welcoming wreath adorns the double doors, and a pumpkin is placed on the ground, enhancing the seasonal decor.

Guest suite in East Granby

4.85 out of 5 average rating, 375 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

Guest favorite

The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.

Guesthouse in Granby

4.98 out of 5 average rating, 856 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Guest favorite

The exterior of a charming red schoolhouse and accessory building is surrounded by vibrant foliage. A white wooden fence outlines the property, leading to a gravel pathway. The buildings feature classic architectural details, with windows framed in white and a backdrop of lush trees.

Cottage in Granby

4.89 out of 5 average rating, 219 reviews

The Little Red Schoolhouse ~ Circa 1877

This wonderful old building is listed on the National Register of Historic Places and operated as the District 9 schoolhouse until 1948. Now, this beautiful piece of history is available for you to enjoy! Located in the picturesque West Granby, Connecticut, this little schoolhouse directly abuts hundreds of acres of open space, Granby Land Trust property, and several organic farms.

Top guest favorite

A bright living area features a dark sofa with multiple cushions, flanked by two patterned chairs. A wooden coffee table is positioned in the center, and a laptop is placed on it. Natural light enters through the two windows, adorned with dark curtains.

Apartment in Enfield

4.99 out of 5 average rating, 272 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Vacation rentals for every style

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Unique stays

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Popular amenities for Southwick vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Southwick

Cottage in East Otis

4.89 out of 5 average rating, 9 reviews

The lake house

A well-maintained two-story house is set amidst a spacious green lawn. The exterior features solar panels on the roof and neat shrubbery lining the front. A paved driveway leads to designated guest parking visible on the right side, surrounded by trees providing a natural backdrop.

Guest suite in Granby

4.84 out of 5 average rating, 19 reviews

The Hungary Brook Stay in Granby

Guest favorite

A cozy living area is characterized by ample natural light and modern décor. The open layout includes a well-equipped kitchen with sleek appliances, a dining table for four, and a comfortable seating area. A doorway leads to a peaceful bedroom, enhancing the inviting space.

Apartment in Westfield

4.92 out of 5 average rating, 61 reviews

Cozy Apartment

Farm stay in Granby

5 out of 5 average rating, 3 reviews

The Loft @ Lost Acres Vineyard

Guest favorite

A well-appointed bedroom features a spacious bed with decorative pillows against a backdrop of green walls. A ceiling fan hangs above, and a bright window provides natural light. A patterned armchair and bedside table with a lamp complete the inviting arrangement.

Private room in Agawam

4.86 out of 5 average rating, 288 reviews

Hampden Room

A spacious cabin is surrounded by lush greenery and features a wooden deck with outdoor seating. A hot tub is located on the deck, overlooking the yard. A stone fire pit is centered on the lawn, with a gravel driveway leading to a detached garage.

Home in Tolland

5 out of 5 average rating, 4 reviews

Cabin with Hot Tub and Lake Access

Top guest favorite

The private entrance to the studio features a screened door and a small window, framed by a light-colored exterior wall. Two brown chairs are positioned around a small table in front, alongside a wooden shelf displaying potted plants and flowers, adding a touch of greenery.

Private room in Agawam

4.99 out of 5 average rating, 353 reviews

Studio Room; Private entrance; Borders state park.

Apartment in Agawam

4.65 out of 5 average rating, 20 reviews

2 bedrooms with movie theater.

Frequently Asked Questions

Are there family-friendly vacation rentals in Southwick?
Southwick has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Southwick have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Southwick. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southwick have free parking?
Absolutely! We offer over 10 house rentals with free parking in Southwick. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Southwick?
Experience the best of Southwick with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Southwick?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Southwick have wifi?
Absolutely! We offer over 10 house rentals with wifi in Southwick. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southwick have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Southwick. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Southwick?
Four-legged friends are welcome in Southwick. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Southwick

Top-rated vacation rentals in Southwick

Vacation rentals for every style

Popular amenities for Southwick vacation rentals

Other great vacation rentals in Southwick

Frequently Asked Questions

Destinations to explore