Vacation rentals in Chester

Find and book unique accommodations on Airbnb

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Popular amenities for Chester vacation rentals

Stay near Chester's top sights

SENSEA Nordic Spa39 locals recommend
The Rope Loft36 locals recommend
The Kiwi Cafe44 locals recommend
Fo'c'sle Tavern29 locals recommend
The Stretch Diner5 locals recommend
Oceanview Home and Garden3 locals recommend

Other great vacation rentals in Chester

Guest favorite

Guesthouse in Upper LaHave

4.98 out of 5 average rating, 470 reviews

Sea Shore Bunkie is the jewel of the South Shore!

Feb 19 – 26

R2,235 ZAR per night
Guest favorite

Home in Chester Basin

4.95 out of 5 average rating, 134 reviews

Lake House, Hot Tub, Fireplace and Private Beach

Jan 19 – 26

R6,496 ZAR per night
Guest favorite

Guest suite in Hubbards

4.98 out of 5 average rating, 100 reviews

Green Goose Guesthouse on Tidal Lake, Queensland

Oct 8 – 15

R2,113 ZAR per night
Guest favorite

Home in Mahone Bay

4.95 out of 5 average rating, 115 reviews

Lovely oceanfront home w/4 BR + stunning views

Nov 27 – Dec 4

R3,210 ZAR per night
Guest favorite

Guesthouse in Chester

5.0 out of 5 average rating, 20 reviews

The Little Caboose

Jan 7 – 14

R2,362 ZAR per night
Guest favorite

Cottage in Chester

5.0 out of 5 average rating, 29 reviews

Cozy Oceanfront Escape with Hot Tub

Nov 23 – 30

R4,655 ZAR per night
Superhost

Apartment in Marriotts Cove

4.88 out of 5 average rating, 42 reviews

Sailors’ Paradise - Stevens Cove Guest Quarters

Mar 20 – 27

R2,495 ZAR per night
Guest favorite

Home in Chester

5.0 out of 5 average rating, 42 reviews

Charming three bedroom century home In Chester

Sep 27 – Oct 4

R3,093 ZAR per night

Quick stats about vacation rentals in Chester

  • Total rentals

    50 properties

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Pet-friendly rentals

    10 properties allow pets

  • Family-friendly rentals

    40 properties are a good fit for families

  • Total number of reviews

    890 reviews

  • Nightly prices starting at

    R1,147 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chester?

    Yes! Work meets play with ease at over 20 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Chester?

    Four-legged friends are welcome in Chester. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Chester?

    Experience the best of Chester with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Chester?

    Chester has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Chester have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Chester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chester have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Chester. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Chester