
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.

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

Lake Views from Hot Tub Propane Fire Pit 4 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 a week long getaway with 2 work spaces. 25 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

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. King adjustable 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 -

The Overlook at Lake Congamond
The Overlook is a little bungalow (735 SF) designed with a big hug from the Brady Bunch! Enjoy a fun, retro stay featuring beautiful views of the South Pond of Lake Congamond. Enjoy the fully equipped kitchen, cozy living area, comfortable bedrooms, and deck, all newly renovated. Less than half a mile from the public beach, marina, bike trail, restaurants, bars and other amenities. Near the Berkshires, Bradley Airport & Springfield MA, skiing and hiking, antiquing and so much more.

Lake House Retreat Granby CT
Enjoy the breathtaking lake views from sunroom. Tucked away 3 bedroom 2 bath and loft room. Large kitchen and dining room. Home includes large outside entertaining space with grill and games for family, friends or corporate events. Multiple decks including private master deck with Lakeview. Lay on hammock in the gazebo or enjoy Large fire pit and/or hot tub. Kayaks available for guest enjoyment. Starbucks and Dunkin' 5 min Drive. Vineyards, breweries, waterfalls and bakeries close by.

Peaceful Meadow Retreat
Unwind at Meadow's Edge, a serene and cozy refuge where you can come to relax and recharge! Looking out on our peaceful meadow and abutting 125 acres of corn fields, this is a perfect spot to enjoy a book on the shaded back patio, a yoga or meditation session, or a quiet walk through the fields & woods. Take in the view from inside the southern facing windows, where it is not uncommon to see wildlife at dawn or dusk. This is the tranquil getaway that you have been waiting for!

Studio ADU Guesthouse near Six Flags
Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

3 Bed 2 Bath house in West Springfield.
3 bedrooms/2 baths private house located in West Springfield. 1st floor: Full Kitchen, Dining Room, Living Room, one bath with standing shower, washer&dryer; 2nd floor: 3 Bedrooms(queen size bed each) and one full bath. Parking for up to 4 cars on driveway. Self check in with keypad lock. Close to nearby restaurants, schools, shopping and other more. Easy access to Westfield, Agawam & Springfield Big E - 6min (2.3miles) Baystate - 9min(3.7miles) Six Flags-13min(6.5miles)

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

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.)

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.

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
Popular amenities for Southwick vacation rentals
Other great vacation rentals in Southwick

Handcrafted Timber Frame Cabin Retreat

Avi’s River House

Spacious Camper in the Trees

Lemnos Experience/Game RM/MGM/BigE/Garage/king bed

The Hungary Brook Stay in Granby

Cozy Apartment

The Loft @ Lost Acres Vineyard

The Congamond Cottages: Private Lakefront Cottage
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Portland Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- University of Connecticut
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Ski Sundown
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Wesleyan University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Southington Ski Area
- Smith College
- Hancock Shaker Village
- Connecticut Convention Center





