Vacation rentals in Southwick

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Top-rated vacation rentals in Southwick

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Guest favorite

Guesthouse in Northampton

5.0 out of 5 average rating, 272 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Nov 14 – 21

G$25,249 GYD per night

Superhost

Apartment in West Granby

4.89 out of 5 average rating, 115 reviews

Majestic Farmhouse Private & Peaceful Guest Apt.

Welcome to the Joab Griffin House. We are a beautiful historic farmhouse set on a private hill tucked away in the foothills of the Berkshires, surrounded by gorgeous farmland and hundreds of acres of land trust and game refuge trails, streams, and waterfalls within a five-minute walk from your door. Enjoy a private apartment in this lovely farmhouse. Here, you'll find cool summer breezes, cozy, warm, sun-filled days, and star-filled skies with the sounds of the brook outside your window.

Nov 20 – 27

G$28,785 GYD per night

Guest favorite

Guest suite in Easthampton

4.97 out of 5 average rating, 401 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Aug 12 – 19

G$21,723 GYD per night

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 883 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, good 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.

Jun 19 – 26

G$25,251 GYD per night

Guest favorite

Guest suite in Agawam

4.95 out of 5 average rating, 153 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

Oct 3 – 10

G$26,377 GYD per night

Guest favorite

Guest suite in East Granby

4.84 out of 5 average rating, 273 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

Jul 12 – 19

G$26,826 GYD per night

Guest favorite

Guesthouse in Granby

4.9 out of 5 average rating, 192 reviews

The Loft @ Lost Acres ~ A Peaceful Rural Escape!

The Loft @ Lost Acres Vineyard is a wonderfully private, rural getaway! This bright and comfortable space is located on the upper floor of a Lost Acres Vineyard barn. Originally intended for the caretaker, the owners are now offering it to the public to enjoy the beauty of the vines & the stunning rural scenery of North Granby. Oh, and stop by the tasting barn, the wine is AMAZING!

Aug 17 – 24

G$31,145 GYD per night

Guest favorite

Cottage in Granby

4.87 out of 5 average rating, 137 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.

Oct 31 – Nov 7

G$29,750 GYD per night

Guest favorite

Farm stay in Granby

4.9 out of 5 average rating, 239 reviews

The Farmhouse at Maple View Farm

Sunny, vintage 1936 farmhouse in the center of a quintessential New England farm town. Maple View Farm is a working livestock farm with horses, ponies, pigs and chickens plus a big garden. Wake up to the sounds of the rooster and step outside to pet the horses and ponies. Our on-farm Brewery (check hours) uses local ingredients. Window A/C units in bedrooms.

Feb 5 – 12

G$32,670 GYD per night

Guest favorite

Apartment in Enfield

4.99 out of 5 average rating, 141 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.

Sep 22 – 29

G$22,630 GYD per night

Guest favorite

Home in Southwick

4.99 out of 5 average rating, 180 reviews

Linny's Lakeview Cottage

Linny's lakeview cottage is 100% renovated with beautiful hardwood floors. The kitchen is finished in white shaker cabinets, granite counter tops & new ss appliances. The counter joins the kitchen/living room & comfortably sits 6. This is a small 650 sq ft home

May 7 – 14

G$32,597 GYD per night

Guest favorite

Farm stay in West Simsbury

4.95 out of 5 average rating, 429 reviews

Flamig Farm Staycation

Very charming private farmhouse tastefully decorated situated in rural West Simsbury CT. Learn every day farm life from helping gather the 200 eggs daily and morning chores of caring for and feeding the petting zoo animals.

Nov 7 – 14

G$31,669 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southwick vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Southwick's top sights

Summer House5 locals recommend

Mrs Murphy's Donuts9 locals recommend

The Ranch Golf Club4 locals recommend

RAIL TRAIL ALE HOUSE3 locals recommend

Wok on Water4 locals recommend

Westfield River Brewing Company7 locals recommend

Other great vacation rentals in Southwick

Guest favorite

Apartment in Suffield

4.91 out of 5 average rating, 144 reviews

2 BR LR 1BA Private In-Law Suite with Home Theater

Aug 21 – 28

G$42,204 GYD per night

Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Oct 3 – 10

G$29,432 GYD per night

Guest favorite

Chalet in Otis

4.94 out of 5 average rating, 347 reviews

Mid-Century Glass Octagon in the Berkshires

Oct 20 – 27

G$84,361 GYD per night

Guest favorite

Home in Granby

4.95 out of 5 average rating, 219 reviews

FULLY stocked Ranch Home, * Gardens* Gameroom

Nov 19 – 26

G$34,486 GYD per night

Guest favorite

Bungalow in Easthampton

4.92 out of 5 average rating, 428 reviews

The Creation Station

Jun 16 – 21

G$38,330 GYD per night

Guest favorite

Cottage in Southwick

4.97 out of 5 average rating, 64 reviews

Lake Views from Hot Tub Kayaks Fire Pit Central AC

Dec 29 – Jan 5

G$87,752 GYD per night

Superhost

Apartment in Windsor Locks

4.85 out of 5 average rating, 94 reviews

Apt near Bradley airport Six Flags with parking

Jun 29 – Jul 6

G$20,522 GYD per night

Guest favorite

Home in Agawam

4.99 out of 5 average rating, 88 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Jan 14 – 21

G$52,254 GYD per night

Show all

Quick stats about vacation rentals in Southwick

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
860 reviews
Nightly prices starting at
G$4,179 GYD before taxes and fees

Frequently Asked Questions

Are there family-friendly vacation rentals in Southwick?
Southwick has more than 10 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 air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, 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 vacation rentals with a dedicated workspace in Southwick?
Yes! Work meets play with ease at over 10 vacation rentals in Southwick featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Southwick

Top-rated vacation rentals in Southwick

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Southwick vacation rentals

Stay near Southwick's top sights

Other great vacation rentals in Southwick

Apartment in Suffield

Cottage in Petersham

Chalet in Otis

Home in Granby

Bungalow in Easthampton

Cottage in Southwick

Apartment in Windsor Locks

Home in Agawam

Quick stats about vacation rentals in Southwick

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there family-friendly vacation rentals in Southwick?

Do house rentals in Southwick have air conditioning?

Do house rentals in Southwick have free parking?

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

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

Do house rentals in Southwick have wifi?

Do house rentals in Southwick have a kitchen?

Are there vacation rentals with a dedicated workspace in Southwick?

Destinations to explore