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Vacation rentals in Cheshire

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cheshire

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

Wallingford Getaway
Entire rental unit · 2 guests · 2 beds · 1 bath

Wallingford GetawayFabulous walk out one level one bedroom furnished apartment. Cozy yet spacious unit about 1100 sf, owner upstairs. Livingroom with comfy red Leather couches, large flat screened tv, and coffee bar with leather stools. Feel free to have your morning coffee in the private back yard. Dining room has full cherry table with four chairs. Limited kitchen area with toaster, microwave/convection oven and refrigerator. Dogs are welcome. $35.00 per day per dog.

Wintergreen Gardens, at the William Becroft House
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Wintergreen Gardens, at the William Becroft HouseOur 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, king bedroom, en-suite bath, kitchenette w/refrige, micro, coffee maker and TV. Sunroom opens onto private patios for sunning, morning coffee or a nook to read a book. Walk downtown for outdoor dining or a drink. 5 min. drive to two vineyards. Guidebook for food/entertainment ideas. **No cooking devices allowed. No pet=no pets. Laundry for extended stay guests.

Large Private Studio + Entrance + Bath
SUPERHOST
Entire guest suite · 3 guests · 2 beds · 1 bath

Large Private Studio + Entrance + BathLarge beautiful secluded studio with a private entry and private bath. Includes comfy queen size bed, free wifi, limited cable on large TV, eat-in table, microwave, mini-fridge, Keurig, closet w/ iron, laptop available for use, and your own dedicated room temperature controls. Located in a beautiful, safe, and quiet neighborhood, the studio is attached to a split level house and located in the back on the lower level. It overlooks beautiful woodlands.

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Popular amenities for Cheshire vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cheshire

SUPERHOST
  1. Entire rental unit
  2. Southington
#5- *A MUST SEE* 3 BR APT IN A GREAT LOCATION!
  1. Private room
  2. Prospect
Quiet home on cul de sac
  1. Entire cabin
  2. Hamden
Rustic Log Cabin Getaway on Sleeping Giant
  1. Farm stay
  2. Bethany
The Little House on Locket's Meadow
SUPERHOST
  1. Private room
  2. Prospect
Spacious room in renovated home in Prospect
SUPERHOST
  1. Entire residential home
  2. Wolcott
Beautiful Lake Home for family vacation.
SUPERHOST
  1. Entire rental unit
  2. Wallingford
Spacious in-law apartment steps from Choate
SUPERHOST
  1. Entire rental unit
  2. Southington
#1 - STAY WITH A SUPERHOST - BEAUTIFUL 3 BR APT!
SUPERHOST
  1. Private room
  2. Hamden
Freshly Renovated Private Suite by the trail!
SUPERHOST
  1. Entire residential home
  2. Wolcott
Luxurious Lake Home
  1. Entire rental unit
  2. Wallingford
Brand New 1-BR Safe and Clean
SUPERHOST
  1. Entire residential home
  2. Southington
#12 *RELAX* *SINGLE FAMILY HOME*GREAT LOCATION*

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