150+ Vacation Rentals & Holiday Homes in Chester |
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Chester Accommodations - Hotels & Rentals

About Chester Vacation Rentals

Discover More than 150 Incredible Getaway Rentals Available in Chester. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Chester.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Chester, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Chester. The Average Size of Places to Stay Near Chester is 789.62 ft², with Prices Averaging US $290 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Chester. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Chester

Type Count
Vacation Homes 81
Cottages 45
Holiday Apartments 7
Villas 1

Use these Quick Filters to Find a Vacation Rental in Chester

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Chester with Online Reservations.

Weather in Chester, NS

View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Activities ChesterGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World ChesterGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Oak Island
Chester Golf Club
Swiss Air Flight 111 Memorial Bayswater
Chester Playhouse
Bayswater Beach Provincial Park
Chester Art Center
Ross Farm Museum
Lordly House Museum
Tancook Island
Graves Island Provincial Park
St. Stephen's Church
Valverde Studio Gallery
Amicus Gallery
Hubbards Barn and Community Park
Long Lake Nature Reserve
Blandford Nature Reserve
Bayers Lake Business Park
Acadia University
Mount Saint Vincent University
Exhibition Park
Saint Margarets Bay
Crystal Crescent Beach
Kearney Lake Beach
Ski Martock
Bridgewater Mall
Peggy's Point Lighthouse
Grand Pre National Historic Site
Shore Club Dance Hall
Fisheries Museum of the Atlantic
Shining Waters Marina

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


East River Point 103 Properties
Northwest Cove 81 Properties
Western Shore 75 Properties
Aldersville 69 Properties
Fox Point 59 Properties
Upper Blandford 54 Properties
Bayswater 54 Properties
New Ross 45 Properties
Middle River 34 Properties
Chester 33 Properties
Mill Cove 31 Properties
Chester Basin 24 Properties

Frequently Asked Questions About Chester?

What are the top hotels, lake houses & vacation rentals in Chester?

We provide an array of great vacation destinations in Chester. If you are looking to stay in or around the Chester area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chester:

How many Hotels & Vacation Rentals have private pools in Chester?

We have 1 Hotels & Vacation Rentals featuring a private pool in and near Chester. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Chester is best for families?

Searching for a family-friendly getaway in Chester? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Chester?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 150 in the Chester area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Chester.


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