Vacation rentals in Southwick

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Top-rated holiday rentals in Southwick

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

Guest favourite
Chalet in Otis
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
13 – 20 Aug
4.94 out of 5 average rating, 345 reviews
Guest favourite
Home in Granby
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 gameroom 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 .
2 – 9 Feb
4.94 out of 5 average rating, 216 reviews
Guest favourite
Guest suite in Easthampton
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.
2 – 9 May
4.96 out of 5 average rating, 398 reviews

Popular amenities for Southwick holiday rentals

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
Big Y Pharmacy and Wellness Center3 locals recommend

Other great holiday rentals in Southwick

Guest favourite
Home in Springfield
Lovely House
24 Nov – 1 Dec
4.91 out of 5 average rating, 140 reviews
Guest favourite
Bungalow in Easthampton
The Creation Station
7 – 12 Apr
4.92 out of 5 average rating, 420 reviews
Guest favourite
Apartment in Suffield
2 BR LR 1BA Private In-Law Suite with Home Theater
4 – 11 Jan
4.91 out of 5 average rating, 143 reviews
Guest favourite
Guest suite in Warren
Craig's Cove
5 – 12 Nov
4.95 out of 5 average rating, 262 reviews
Guest favourite
Apartment in Simsbury
Ensign House Room
15 – 22 Nov
4.98 out of 5 average rating, 229 reviews
Guest favourite
Cottage in Petersham
Cider House Cottage
8 – 15 Sept
4.99 out of 5 average rating, 144 reviews
Guest favourite
Guest suite in Springfield
The Cobalt Blue Room at Smith Manor
22 – 29 Mar
4.92 out of 5 average rating, 143 reviews
Superhost
Home in Southwick
My Lake House w/dock and kayaks
29 Nov – 6 Dec
4.83 out of 5 average rating, 6 reviews
Guest favourite
Cottage in Southwick
Lake Views from Hot Tub Kayaks Fire Pit Central AC
18 – 25 Sept
4.98 out of 5 average rating, 56 reviews
Guest favourite
Home in Agawam
Sunrise on the Water's Edge - Riverside Bungalow
11 – 18 Jan
4.99 out of 5 average rating, 81 reviews
Superhost
Cottage in Southwick
LAKE FRONT ISLAND HIDE-AWAY !
26 July – 2 Aug
4.74 out of 5 average rating, 166 reviews
Superhost
Apartment in Windsor Locks
Apt near Bradley airport Six Flags with parking
3 – 10 May
4.86 out of 5 average rating, 85 reviews

Quick stats about holiday rentals in Southwick

Total rentals

20 properties

Wi-Fi availability

20 properties include access to Wi-Fi

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

800 reviews

Nightly prices starting at

$30 AUD before taxes and fees

Destinations to explore