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House vacation rentals in Southwick

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Top-rated house rentals in Southwick

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Top guest favorite

The living room features comfortable seating, including a sofa and two armchairs. A coffee table sits in the center, with a decorative area rug underfoot. Natural light enters through windows, complemented by soft lighting from table lamps. A fireplace adds a cozy touch to the space.

4.95 out of 5 average rating, 251 reviews

FULLY stocked Ranch Home, * Gardens* Gameroom

Clean refreshing three-bedroom , one floor living, centrally located, walk to town for fantastic dining ! Mexican, Sushi and Thai, Mediterranean, Italian, Continental, and Vegan ! 8 minutes to rt 91 and Bradley, minutes to Mass line! Downstairs living space with a game room and comfortable seating, and extra sofa bed and airbeds, if needed. Other than clothes, you will need nothing else...I provide everything from razors to coffee , tea and a HUGE snack basket ! Even have a heating pad .

Top guest favorite

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

4.99 out of 5 average rating, 153 reviews

Luxe Bolton Lake

Enjoy beautiful Middle Bolton Lake and relax in the stylish comfort of our 3 bedroom/3 bathroom architecturally-designed home. The Luxe lake house features an expansive waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower and tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, fast WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make memories that will last a lifetime!

A tranquil outdoor scene features a lush green lawn surrounding a calm pond. The reflection of trees and the nearby home can be seen in the water. A picnic table sits on the grass, inviting relaxation amidst the natural surroundings.

Home in Southington

4.95 out of 5 average rating, 118 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Home in Coventry

4.98 out of 5 average rating, 113 reviews

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a warm morning coffee while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

The entrance to the private suite features a wooden deck leading to a purple door. Large windows on either side allow natural light to illuminate the entryway. Surrounding greenery and a gravel pathway create a welcoming approach to the suite.

Home in Feeding Hills

4.89 out of 5 average rating, 979 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.

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

4.99 out of 5 average rating, 116 reviews

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

The spacious living room features large windows that provide scenic views of the mountains and lake. A comfortable sectional sofa is complemented by a decorative throw and cushions. The ceiling is elevated with wooden beams, and stylish decor enhances the inviting atmosphere.

Home in Great Barrington

4.97 out of 5 average rating, 263 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

Top guest favorite

The tranquil lake reflects a soft sunrise, showcasing a palette of warm hues and gentle ripples. A dock and small boats are visible on the water, framed by the serene landscape of trees along the shore.

4.95 out of 5 average rating, 163 reviews

Idyllic family retreat - spacious lake home,

This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.

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, 267 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.

4.98 out of 5 average rating, 176 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.

The cottage showcases a charming brick façade with a gabled roof and dormer windows. Flanking the entrance are manicured flower beds filled with greenery and colorful blooms. A cozy patio area is partially visible, adding to the inviting exterior.

Home in Northampton

4.98 out of 5 average rating, 114 reviews

Historic Cottage -Walk to Smith College & Downtown

Stylishly renovated 2-bedroom cottage in premier location - short walk to Smith College and downtown Northampton! This 1930s cottage is situated atop Round Hill Road in central Northampton and was formerly part of the prestigious Clarke School campus. Fully restored, 2.5 luxurious bathrooms, high-end finishes and furniture, and a private stone patio surrounded by gardens atop breezy Round Hill!

The farmhouse kitchen features exposed wooden beams and a large dining table surrounded by chairs. A refrigerator stands against the wall, and shelves display dishware and utensils. Natural light enters through the window and door, enhancing the spacious feel of the room.

Home in Northampton

4.94 out of 5 average rating, 189 reviews

Historic Williams House

Our restored historic home in downtown Northampton is perfect for folks visiting the area. Whether you're in town for a weekend or a month this house will make you feel like Northampton is your home. Nestled between two brick buildings, it's a great spot for couples, families, business travelers and vacationers. Our home is also great for visiting the local colleges.

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Popular amenities for Southwick house rentals

Free parking on premises

Air conditioning

House rentals with a pool

An above-ground pool is shown, featuring clear blue water surrounded by a sturdy gray frame. Lush greenery forms the backdrop, suggesting a private outdoor space. Sunlight creates gentle ripples on the water's surface, inviting relaxation and enjoyment during warmer months.

Home in Montville

4.92 out of 5 average rating, 277 reviews

Casino Wine Down House

Home in Stonington

4.87 out of 5 average rating, 107 reviews

Homestead Near Mystic, Casinos & Beaches

Home in Colrain

4.9 out of 5 average rating, 130 reviews

The 1770 House

The outdoor area is highlighted by a heated pool surrounded by lounge chairs and a well-maintained garden featuring a mix of hedges and trees. A spa is situated near the pool, with a stone patio providing additional seating under a blue sky dotted with clouds.

Home in Litchfield

4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

Top guest favorite

An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.

Home in Cheshire

5 out of 5 average rating, 135 reviews

Pool House

A serene swimming pool is surrounded by well-maintained greenery, with lounge chairs placed along the deck. Large blue umbrellas provide shade, enhancing the outdoor space suitable for relaxation. A stone wall borders the area, adding a natural touch.

Home in Woodstock

4.94 out of 5 average rating, 240 reviews

Cedar Ridge: House or House+Apartment

A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.

4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

4.93 out of 5 average rating, 164 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Weekly house rentals

Top guest favorite

A two-story waterfront home is positioned on a spacious lawn, featuring a mix of beige and red siding. A stone chimney adds character, while the large front porch invites relaxation. Views of the lake are visible in the background, framed by leafless trees.

Home in Andover

4.98 out of 5 average rating, 56 reviews

Spacious Classic Lakefront Home with jet tub

A cozy bedroom features a queen-size bed, dressed in soft white linens and a teal accent throw. A piece of wall art adds character above the bed. Natural light filters in through a window, complemented by light curtains. A wooden dresser provides storage space.

Home in Enfield

5 out of 5 average rating, 5 reviews

Nest&Rest Escape

A comfortable living area is arranged with a sectional sofa featuring a mix of decorative pillows. A coffee table is centered in the space, accompanied by a soft rug. Light streams in through the windows, enhancing the neutral color palette of the room.

Home in Enfield

4.95 out of 5 average rating, 63 reviews

Cozy First Floor Living Nestled in the Woods

The exterior of a transformed church features a pointed steeple and a central double door framed by a decorative arch. Stained-glass windows are visible, adding a historic charm against the dark wood siding. The surrounding area is lined with trees, hinting at the serene natural setting.

Home in Great Barrington

5 out of 5 average rating, 3 reviews

Berkshires Black Abbey

A modern single-story home is framed by a vibrant red bush and manicured lawn under an orange and pink sunset sky. The house features a chimney, inviting entryway, and accessible garage, creating a welcoming exterior.

Home in Blandford

4.84 out of 5 average rating, 76 reviews

Relaxing Home nestled in Rural Hilltown

Individuals are enjoying a sunny day on the water, with some swimming near a dock and others relaxing on inflatable floaters. Colorful pool noodles are being used by swimmers. Lush greenery is visible in the background, reflecting a peaceful lakeside scene.

Home in Tolland

4.95 out of 5 average rating, 62 reviews

Spacious Home w/ Hot Tub in Private Lake Community

A bright living area features a green sofa and a matching chair, accented with decorative yellow pillows. A round coffee table is positioned on a patterned rug, while a tall plant and a mirror enhance the space. Natural light enters through a window dressed with sheer curtains.

Home in Springfield

4.93 out of 5 average rating, 46 reviews

Quiet 2 Bedroom - near Big E, Massmutual, Six Flag

A living area features a navy sofa paired with wooden chairs around a circular table. A stone fireplace creates a focal point, with a clock affixed above. The kitchen is visible in the background, showcasing stainless steel appliances and wooden cabinetry.

4.82 out of 5 average rating, 28 reviews

Home near Six Flags/ hot tub

Private house rentals

The kitchen features wood-paneled walls, modern appliances, and ample counter space. A stainless steel refrigerator stands next to a black trash bin. The gas stove is accompanied by a small microwave. Light illuminates the welcoming area, enhancing its inviting design.

Home in Springfield

4.96 out of 5 average rating, 28 reviews

Whole House! 2BD/1BA Close to Springfield downtown

Top guest favorite

A canoe glides smoothly on the lake's calm surface, with three individuals seated inside. Lush greenery and a charming wooden dock are visible in the background, enhancing the serene lakeside setting.

Home in Belchertown

4.99 out of 5 average rating, 74 reviews

Moonstone Lake House – romantic, serene, fun!

Top guest favorite

A spacious kitchen features wooden cabinetry with glass accents, contrasting with granite countertops. Stainless steel appliances, including a refrigerator and oven, are showcased. Natural light fills the room through a large window above the sink, enhancing the warm colours of the cabinetry and countertop.

Home in Windsor

5 out of 5 average rating, 40 reviews

By The River

The exterior of the house is shown, featuring light grey siding and a welcoming front porch with a wooden railing. A well-maintained lawn surrounds the property, with trees providing shade. A fenced-in area is visible to the side, enhancing the outdoor space.

Home in Springfield

4.94 out of 5 average rating, 93 reviews

Clean/Spacious 1 bedroom house. Kitchen, LR, DR.

A modern two-story home is surrounded by greenery, featuring large windows that provide ample natural light. A spacious deck extends from the upper floor, and red outdoor chairs are arranged on the lush lawn. The exterior showcases a combination of stone and wood finishes.

4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

Top guest favorite

A spacious wooden deck features two comfortable Adirondack chairs facing the tranquil lake. Lush trees surround the area, providing shade and a natural setting, while the calm water glimmers through the foliage.

Home in Tolland

5 out of 5 average rating, 33 reviews

Lakefront Retreat at Porcupine Place

A modern living area features a sleek, black media console with decorative accents, positioned under a mounted television. A light floor lamp stands beside a comfortable, neutral-toned sectional sofa. A round wooden coffee table is placed at the center, adorned with books and a candle.

Home in Springfield

5 out of 5 average rating, 10 reviews

VDM Property!

Top guest favorite

A spacious wooden deck is visible, overlooking a vast landscape of rolling green hills. Fresh foliage is seen on scattered trees, and the clear blue sky enhances the tranquil outdoor setting.

5 out of 5 average rating, 29 reviews

Nature lover’s retreat in NWCT, breathtaking views

Destinations to explore