Holiday rentals in Cheshire

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cheshire

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

Guest favourite

Guest suite in New Britain

4.92 out of 5 average rating, 130 reviews

Clean, Quiet and Safe w/Amenities to spare!

This newly renovated in-law apartment (basement) has a private entrance and Ring security protection in the quaint, quiet neighborhood bordering Berlin/New Britain. Come relax, enjoy biking trails, local restaurants and public parks. Renovated with attention to detail, this place has all the comforts of home. Includes two flat screen TVs in bedroom and living room with Fire sticks (cable/movies), two fireplaces and granite vanity & breakfast bar. Working professionals get 10% off long term stays

2–9 Jul

£95 per night
Guest favourite

Guest house in Southbury

4.93 out of 5 average rating, 265 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

4–11 Apr

£144 per night
Guest favourite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

17–24 Aug

£71 per night

Popular amenities for Cheshire holiday rentals

Stay near Cheshire's top sights

Costco Wholesale14 locals recommend
Viron Rondo Osteria5 locals recommend
Blackie's Hot Dog Stand4 locals recommend
Brooksvale Park4 locals recommend
C.J. Sparrow3 locals recommend
Farmington Canal Heritage Trail14 locals recommend

Other great holiday rentals in Cheshire

Guest favourite

Home in Southington

4.95 out of 5 average rating, 63 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

26 Aug – 2 Sept

£401 per night
Guest favourite

Guest house in Wallingford

5.0 out of 5 average rating, 65 reviews

The Garden Loft - A Charming Choate Stay

28 Oct – 4 Nov

£209 per night
Guest favourite

Home in Southington

4.97 out of 5 average rating, 37 reviews

Large 1st floor of duplex in town center

12–19 Apr

£137 per night
Guest favourite

Guest suite in Northford

5.0 out of 5 average rating, 10 reviews

Private Bright Studio Retreat with kitchen

20–27 Jun

£87 per night
Guest favourite

Guest suite in Plymouth

5.0 out of 5 average rating, 20 reviews

Secluded | Cozy | Nature

4–11 Jul

£94 per night
Guest favourite

Flat in New Britain

4.96 out of 5 average rating, 80 reviews

Spacious Cozy Guest Suite

14–21 Oct

£87 per night
Superhost

Home in Wallingford

4.91 out of 5 average rating, 23 reviews

Spacious 4Bd/2Ba Family Friendly Home. Sleeps 10

2–9 Jan

£391 per night
Guest favourite

Guest suite in Durham

4.83 out of 5 average rating, 18 reviews

Spacious Studio in quiet neighborhood.

24–31 Jul

£108 per night
Guest favourite

Home in Southington

5.0 out of 5 average rating, 6 reviews

A+ location*Classy Clean Fully Remodeled*Sleeps 6*

9–16 Dec

£352 per night
Guest favourite

Flat in Bristol

4.98 out of 5 average rating, 48 reviews

2 Bedroom Apartment Near Bristol Center

5–12 Mar

£122 per night
Superhost

Home in Watertown

4.89 out of 5 average rating, 36 reviews

Tiny Home Away From Home - Complete Privacy, Peace

29 Apr – 6 May

£126 per night
Guest favourite

Home in Waterbury

4.9 out of 5 average rating, 31 reviews

Come and enjoy the BURY's of CT!

31 May – 7 Jun

£181 per night

Quick stats about holiday rentals in Cheshire

Total rentals

20 properties

Popular amenities

Gym, BBQ grill and Laptop-friendly workspace

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Total number of reviews

530 reviews

Nightly prices starting at

£24 before taxes and fees

Destinations to explore

  1. Airbnb
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  3. Connecticut
  4. New Haven County
  5. Cheshire