Chester holiday rentals

We found 159 holiday rentals — enter your dates for availability
Discover a selection of 15 homes and other holiday rentals in Chester that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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  • All the privacy of home

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Why visit Chester

  • Coastal Charm: Enjoy the picturesque waterfront and serene beaches that make Chester a perfect spot for relaxation and family holidays.
  • Outdoor Activities: Explore scenic lakes, trails, and islands ideal for hiking, cycling, and water sports.
  • Community Spirit: Immerse yourself in the welcoming atmosphere of Chester, where locals share their love for the area.
  • Romantic Getaways: Experience the idyllic setting that offers a blend of tranquillity and adventure for couples.
  • Unique Spa Experiences: Indulge in relaxing treatments at local wellness centres, such as Nordic spas, for a rejuvenating holiday.

Popular types of accommodation in Chester

If you are unsure what type of accommodation you can expect in Chester, we have you covered. Enjoy a stay in Chester with ideal accommodation options including private holiday homes, cosy cottages, and stylish apartments. Explore local attractions, landmarks, and experiences that truly represent the charm of Chester, Nova Scotia, Canada, and indulge in unique offerings such as the Nordic spa for a complete holiday experience.

  • Private Holiday Homes: The most sought-after option in Chester, offering exclusive residences for a peaceful retreat.
  • Cottages: A charming choice providing cosy, countryside living experiences in a quaint setting.
  • Apartments: A popular selection for visitors, delivering modern, compact living spaces in central locations.
  • Villas: A luxurious option presenting spacious, well-appointed abodes for discerning holidaymakers.
  • Cabins: An affordable alternative, offering rustic, intimate spaces nestled in nature.**

Top attractions in and around Chester

Chester, Nova Scotia, offers a delightful blend of outdoor activities and coastal charm, perfect for family beach holidays. Visitors can explore scenic lakes and picturesque islands, or relax on serene beaches. The area is ideal for those seeking romance or adventure, with numerous trails and waterfront spots that invite exploration. Whether you're enjoying a leisurely stroll or engaging in water sports, Chester provides a memorable experience amidst its natural beauty.

  • Tancook Island: A charming island within Chester, Tancook Island offers stunning beaches and a serene outdoor atmosphere, perfect for leisurely strolls and picnics.
  • Bayswater Beach Provincial Park: Located a short drive from Chester, this picturesque beach park features golden sands and tranquil waters, ideal for swimming, sunbathing, and enjoying nature.
  • Mahone Bay Settlers Museum: This local museum showcases the rich cultural heritage of the area, providing fascinating insights into the lives of early settlers through engaging exhibits.

Things to do recommended for couples

Experience a romantic escape in Chester, Nova Scotia. Enjoy a charming stroll along scenic lanes and savour delightful local cuisine, perfect for couples seeking a cosy retreat.

Things to do recommended for families

Families will delight in exploring the scenic Chester waterfront, where children can enjoy the sandy beaches and playgrounds. Visit the local farmers' market for fresh produce and crafts, or embark on a family-friendly hike along the picturesque trails of the nearby scenic parks.

Things to do recommended for groups

Explore the rich maritime heritage of Chester, Nova Scotia with a guided group tour of the historic waterfront, followed by a lively seaside picnic and engaging local crafts workshop.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to refine your search using the appropriate filters. Here are some Stayz booking pointers for you.

  • Traveling to Chester with a group: Consider the number of bedrooms required, along with facilities like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, you can easily filter for all these options, and more, on Stayz.
  • Traveling to Chester with young kids: Traveling with young children can be challenging. You must prioritise their comfort and safety, as well as age-appropriate facilities, including a private swimming pool. It’s also wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Chester: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, have a look at Stayz accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Chester: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chester

Chester, Nova Scotia, offers a delightful retreat perfect for family-friendly outdoor and beach holidays. Explore its charming local attractions, scenic coastal neighbourhoods and relaxed atmosphere. Enjoy leisurely walks along its sandy shores and immerse yourself in the welcoming community spirit. The area promises a blend of recreation and tranquillity ideal for a memorable holiday experience.

  • Mahone Bay: Mahone Bay is a charming city that boasts a blend of coastal allure and urban sophistication. Just 16km away from Chester, it offers travellers a delightful outdoor, family, and beach experience. Stroll along the scenic boardwalk, enjoy a round of golf at one of the local courses, or simply relax on the sandy beaches. The city's attractions include a picturesque urban park and nearby islands that add to its natural beauty.
  • Chester Islands: Chester Islands, located a mere 5km from Chester, is an enchanting getaway that epitomises a blend of outdoor adventure and beachside tranquillity. Visitors can immerse themselves in the local shopping centre, explore the recreational areas, or take a hike along the well-maintained trails. The islands offer stunning views of the bay and the beach, with islands dotting the seascape to enhance the scenic allure.
  • Marriotts Cove: Marriotts Cove, just 3km from Chester, is a delightful city renowned for its outdoor and beachside splendour, complemented by breathtaking scenery. Engage in a round of golf on one of its courses or take a leisurely walk along the boardwalk. The local landmarks, including a serene lake, nearby island, and sandy beach, provide a perfect setting for exploring the natural environment and enjoying the coastal charm.

Best time to go to Chester

If you're planning a trip to Chester, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from July to September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
February27.5°F (-2.5°C)Light RainMostly CloudyAverageAverage
March32.0°F (0.0°C)Light RainMostly CloudyAverageSlightly Low
April40.3°F (4.6°C)Light RainMostly CloudyAverageSlightly Low
May48.4°F (9.1°C)Light RainMostly CloudyAverageAverage
June56.5°F (13.6°C)Light RainMostly SunnyAverageSlightly High
July64.8°F (18.2°C)Light RainMostly SunnyHighSlightly High
August66.4°F (19.1°C)Light RainMostly SunnyHighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyHighAverage
October52.5°F (11.4°C)Light RainMostly SunnyLowAverage
November43.0°F (6.1°C)Light RainMostly CloudyLowSlightly Low
December34.9°F (1.6°C)Light RainMostly CloudyLowAverage

Booking with Stayz is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, opting for a longer stay can lead to substantial savings. To discover a Stayz property that suits your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers an easy-to-use platform for you to create new trips, continue from where you last left off, or review and arrange your travel plans. You can conveniently find your saved or booked properties organised under categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The information above was last updated:

Why people love visiting theatrical Chester

Come and experience Chester and its theatre scene, entertainment and art galleries. Renowned for its wildlife, bird watching and golfing, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Chester

Are you searching for attractions to visit in the city? Venture out of your holiday home and experience everything that makes Chester a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Chester Golf Club (0.9 mi / 1.4 km)
  • For The Birds Nature Shop (9.4 mi / 15.1 km)
  • Have A Yarn (9.5 mi / 15.3 km)
  • Shore Club Dance Hall (11 mi / 17.7 km)
  • Sherwood Golf and Country Club (13.1 mi / 21 km)
  • Osprey Ridge Golf Course (16.3 mi / 26.3 km)

Exploring the natural features in Chester

Whether you're an adventurous traveller or just want to appreciate the scenery, Chester is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Graves Island Provincial Park (2 mi / 3.2 km)
  • Oak Island (3.4 mi / 5.5 km)
  • Meisners Beach (4.6 mi / 7.4 km)
  • Noonan Lake (8 mi / 12.9 km)
  • Callender Lake (8.2 mi / 13.3 km)
  • Bayswater Beach Provincial Park (9 mi / 14.4 km)

Transport to and around Chester

Fly into Halifax, NS (YHZ-Stanfield Intl.), the closest airport, located 42.8 mi (68.8 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Chester?
Houses are the most popular style of holiday home in Chester, according to our data. Even if you have a different vision in mind, Stayz has holiday homes in many shapes and sizes. Take a look at our options to find your perfect match.
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, including length of stay, property type and season. Whether you'd like a villa with space for extended family or a cosy cabin for you and your other half, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Chester?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Chester travel dates to see your options on Stayz. Did someone just say "hot tub"? Use the filters to select the features and amenities you want in your holiday home.
Are there pet-friendly holiday homes in Chester?
With nine holiday homes that host pets, your happy hound can join you on your Chester break. Use our filter tool to browse our pet-friendly holiday homes and find a stay that'll set tails wagging on Stayz.
Can I rent a house with a pool in Chester?
Grab your swimsuit and swim ring, because there are two houses with a private pool in Chester. Make a booking at one of these superb holiday homes and you'll enjoy pool days every day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Chester?
The most popular home amenities people search for in Chester include an ocean view, tennis and a firepit. Whether you're going on holiday with friends, family or even pets, Stayz holiday properties come with the best amenities for making new memories with your loved ones.
Are there large group holiday homes in Chester?
You'll find five properties in Chester that can sleep five or more people. From family getaways to special occasions like birthday parties, these stays have ample space to kick back with the people that matter the most.
Are there holiday homes in Chester that welcome kids?
Bring the entire family together for an epic adventure in Chester at one of our nine family-friendly holiday homes. A lot of these stays come with conveniences that are perfect for trips with youngsters, such as full kitchens, multiple bedrooms and swimming pools. Just check the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Chester?
Keep the kids amused at these fabulous family-friendly attractions in Chester:

  • Bayswater Beach Provincial Park
  • Lordly House Museum
  • Oak Island

Are there holiday homes with WiFi in Chester?
Whether you'd like to keep up with the latest news, look over emails or post a pic to social media, there are seven holiday homes with WiFi in Chester. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Chester?
Choose from six Stayz holiday homes with air conditioning in Chester offering that cool, cool breeze and extra level of comfort. Simply enter your chosen travel dates and then make use of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a holiday home in Chester?
The minimum age allowed can differ across properties on Stayz, so check the rules of the holiday home in Chester you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Chester for?
How long you can book a holiday home in Chester is up to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With a range of amenities like kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere just right to call your home away from home in Chester.