Chester holiday homes

We found 178 holiday rentals — enter your dates for availability

Select from 44 homes, 24 cottages and other holiday rentals in Chester to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include a garden and hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Popular Chester destinations on Bookabach

Holiday rentals with weekly discounts - Chester

Showing deals for:19 Dec - 26 Dec

Why visit Chester

  • Stunning coastal scenery: Chester boasts beautiful beaches and picturesque lakes, perfect for relaxation and exploration.
  • Chester Racecourse: Experience the excitement of horse racing in a charming setting at this local favourite.
  • Family-friendly activities: Enjoy fun outings at the Chester Show and nearby Chester Zoo, catering to all ages.
  • Rich cultural heritage: Wander through Chester’s vibrant city centre, filled with history and local charm.
  • Outdoor adventures: Engage in various outdoor pursuits, from hiking to water sports, in a stunning natural environment.

Top attractions in Chester

Chester, Nova Scotia, is a stunning destination for outdoor and beach lovers, offering picturesque lakes and islands to explore. Enjoy the local scenery while visiting points of interest like Chester Racecourse and Chapel Chester. For a fun day out, consider checking out Chester Show or the nearby Chester Zoo. This charming town promises a delightful experience for those seeking adventure and relaxation in a beautiful coastal setting.

  • Oak Island: Known for its intriguing history and treasure hunts, Oak Island offers beautiful beaches and a relaxed outdoor atmosphere. Explore the island's scenic trails and soak in the coastal vibes.
  • Saint Margarets Bay: This stunning bay is perfect for beach lovers, with picturesque scenery and outdoor activities. Enjoy swimming, kayaking, or simply relaxing on the sandy shores.
  • Bayswater Beach Provincial Park: A hidden gem, this park boasts a tranquil beach experience. Ideal for picnics and nature walks, it provides a serene escape surrounded by natural beauty.

Things to do recommended for couples

Chester offers delightful experiences for couples. Wander along the picturesque waterfront, indulge in a cozy dinner at a local bistro, or explore the charming shops. For a romantic touch, take a sunset sail on the ocean and soak in the stunning views together.

Things to do recommended for families

Families will love exploring Graves Island Provincial Park, a charming spot in Chester that offers wellness and relaxation vibes. Enjoy nature walks, picnics, and stunning views, making it a perfect local experience for everyone to unwind and connect with the beautiful surroundings.

Things to do recommended for groups

Groups visiting Chester can enjoy a lively evening at the Chester Playhouse for a cultural experience, challenge themselves at the Chester Golf Club amidst beautiful scenery, and explore local produce at the Hubbards Farmer's Market, perfect for family vibes and a taste of the community.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chester

If you're travelling with a group, family, pets, or planning an extended stay, it's important to filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Chester with a group: Think about how many bedrooms you require, along with amenities like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Chester with young kids: Travelling with little ones can be quite a task. It's important to prioritise their comfort and safety, along with having suitable facilities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chester: For many families, a getaway wouldn’t be the same without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chester: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Chester

Chester, Nova Scotia, is a delightful spot for outdoor enthusiasts and beach lovers alike. With its friendly atmosphere and rich cultural heritage, you'll find plenty to explore in this charming municipality. Wander through the picturesque Chester city centre, enjoy the scenic coastline, and discover family-friendly activities in Chester Business Park. Whether you're soaking up the local history or simply taking in the stunning views, Chester promises a memorable holiday experience.

  • Chester: Chester is a charming coastal town that offers a delightful blend of outdoor activities and urban experiences. Nestled along the stunning shores of Mahone Bay, Chester is known for its vibrant shopping centre and golf course, making it a perfect spot for families and city enthusiasts alike. Visitors can enjoy leisurely strolls along the beach, unwind at urban parks, or explore the nearby islands. The community hosts various events throughout the year, adding to its appeal as a lively destination.
  • Northwest Cove: Located just a short drive from Chester, Northwest Cove is a picturesque waterfront community renowned for its breathtaking scenery and serene beaches. This idyllic spot is a haven for outdoor lovers, offering numerous recreational areas and hiking trails that wind through lush landscapes. The beauty of the bay draws many to relax and enjoy the natural surroundings, making it an ideal location for those seeking tranquillity and adventure in equal measure.
  • Blandford: Blandford is a quaint village that captivates visitors with its family-friendly atmosphere and outdoor charm. Situated near Chester, it features a range of activities including shopping at local centres and exploring recreational areas. The proximity to stunning beaches and urban parks provides ample opportunities for relaxation and play. With its friendly community vibe and scenic views, Blandford is a delightful stop for anyone looking to experience the beauty of the Nova Scotia coastline.

Booking with Vrbo is a breeze

Are you keen to save on your next getaway? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a handy spot to plan new adventures, resume your previous arrangements, or manage your travel itinerary. You'll see your saved or booked properties neatly sorted into sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Chester getaway

Learn about the unique charm of Chester with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Chester

Do you want to discover top things to see and do while you're in the area? Venture out of your holiday home and check out everything that makes Chester a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Chester Golf Club (6.9 mi / 11.1 km)
  • Shore Club Dance Hall (11.3 mi / 18.2 km)
  • Cocoa Organic Spa & Boutique (13 mi / 21 km)
  • Have A Yarn (13.1 mi / 21 km)
  • Lunenburg County Winery (14.5 mi / 23.4 km)
  • Bluenose Golf Club (17.8 mi / 28.7 km)

Exploring the natural features in Chester

Whether you're looking for adventure or just want to take in the scenery, Chester is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Callender Lake (3.3 mi / 5.3 km)
  • Graves Island Provincial Park (6 mi / 9.7 km)
  • Timber Lake (7.1 mi / 11.4 km)
  • Meisners Beach (7.3 mi / 11.8 km)
  • Oak Island (7.8 mi / 12.6 km)
  • Dauphinees Mill Lake (8.9 mi / 14.4 km)

Frequently asked questions

What is the best area to stay in Chester when booking a holiday home?
Chester is among the most preferred areas to select a holiday property in Chester. Searching for some fun things to do here? Take time to visit Chester Golf Club and Graves Island Provincial Park.
What is the most popular type of holiday home accommodation in Chester?
The most sought-after types of holiday homes in Chester are houses. Ready for more choices? Bookabach has many options to match the unique needs of our guests, so you'll see properties in loads of sizes and shapes. The ideal home away from home is waiting for you — book yours today.
How much does it cost to rent a holiday home in Chester?
The average price for a holiday home in Chester depends on several factors, like time of year, length of stay and property type. Whether you're looking for a sprawling villa with space for extended family or a cosy cabin perfect for just you and the kids, just enter your dates of travel to find stays that offer great value.
How much does it cost to rent a beach house in Chester?
Prices for beach houses in Chester may differ depending on the size and style of the property and when you're travelling. All you need to do is enter your travel dates into Bookabach and how many guests to view available options and prices. From there you can use the filters to narrow your search results by amenities, nearby activities, ratings and more.
What are popular home amenities in Chester?
When it comes to home amenities that people are searching for in Chester, a fridge, a microwave oven and off-street parking options rank highest. With Bookabach holiday homes, you'll discover options to match your taste and style, whether you're going away with friends, relatives or even pets.
Are there large group holiday homes in Chester?
With eight properties that can sleep 10 or more guests in Chester, you don't have to keep your invite list short. From holidays with the extended family to special events like birthday parties and weddings, Bookabach will help you find a large group home to suit the occasion.
What are the top attractions for families in Chester?
Keeping the kids entertained during your Chester holiday is a cinch with these exciting family-friendly attractions:

  • Oak Island
  • Chester Golf Club
  • Saint Margarets Bay

Can I find two-bedroom holiday homes in Chester?
Chester has 14 two-bedroom properties to select from. Go for a holiday home with all the comfort and space you want at a price that won't break the bank on Bookabach.
Are there holiday homes with WiFi in Chester?
Chester has 29 holiday homes with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Bookabach homes make it easy to go online.
How old do you have to be to rent a holiday home in Chester?
The minimum required age is usually 16, 18 or 21. It can change between properties on Bookabach, so look at the rules of your preferred Chester stay before you book.
How long can I rent a holiday home in Chester for?
It's down to the Chester property. To see a list of options offering extended stays, just enter your travel dates and guest number into Bookabach's search page. Enjoy having the property to yourself, along with amenities such as a full kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.

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