This Chester lodge is situated just 2.8 kilometres from Fox Point Beach, offering a convenient base for exploring the local area. This 1-bedroom holiday home accommodates up to seven guests, featuring air conditioning, a private balcony, a fully equipped kitchen, and complimentary WiFi and parking.
10 3 reviews
Chester
01/08 – 31/08
$581/nighttotal: $17430 (30 )
Oak Island Oasis
1 2
apartment , Chester
This three-bedroom waterfront bungalow, near Oak Island, is situated approximately 0.45km from the Oak Island causeway, offering easy access to Chester's coastal amenities. The self-catering property boasts two living rooms, a fully equipped kitchen with dishwasher, a private yard, private wharf, and sleeps up to six guests, with nearby access to a rocky beach.
9.5 13 reviews
Chester
01/08 – 31/08
$1775/nighttotal: $53250 (30 )
Tranquility’s Equilibrium Iii
2 2
house , Chester
This charming house is situated between Chester and Mahone Bay, just a short walk from the oceanfront, offering a peaceful retreat close to popular attractions. The property has received excellent user ratings for its location, cleanliness, and overall experience. The house has two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy a range of amenities and activities, including direct ocean access, kayaking, a fire pit, and a newly renovated deck with stunning ocean views.
Chester
06/07 – 11/07
$263/nighttotal: $1315 (5 )
Take A Break And Unwind Under The Stars On Nova Scotia's Beautiful South Shore
1 2
cabin , Chester
This lakeside cottage in Simms Settlement, Chester County, Nova Scotia, is a 15-minute drive from Chester and offers easy access to Mahone Bay (25 minutes), Lunenburg (40 minutes), and Peggy's Cove (40 minutes). The 58-square-metre (624 sq ft) self-catering property boasts one bedroom, one bathroom, sleeps three, and includes a kitchen with fridge and microwave, air conditioning, Wi-Fi, a terrace, garden, parking, BBQ, and kayaks/canoes for use on Simms Lake.
9.5 113 reviews
Chester
26/06 – 28/06
$255/nighttotal: $510 (2 )
Sunny Sanctuary In Martin's River
1 2
apartment , Mahone Bay
This one-bedroom apartment is located just a short distance from Chester, offering easy access to the town's attractions and a peaceful setting. With excellent user, location and cleanliness ratings, you can be sure of a comfortable stay. The apartment is perfect for two guests, with an open plan living area and kitchen, ideal for relaxing and socialising. Enjoy stunning river views from the sunroom, deck, fire pit and barbecue patio, as well as the benefits of a garden, parking and internet access.
9.3 33 reviews
Chester
26/06 – 28/06
$511/nighttotal: $1022 (2 )
Marigold Cottage Luxury Suite
1 2
apartment , Chester
This Chester apartment is located just a short walk from Freda's Beach and a range of cafes and restaurants in the village centre. It has received excellent ratings for location, cleanliness and overall experience. The apartment is a basement suite with one bathroom and can comfortably accommodate up to six guests. It features a queen bed, a double bed and twin bunk beds, as well as amenities like a kitchen with a fridge, microwave oven and dishwasher, air conditioning, and private parking.
10 1 review
Chester
01/08 – 31/08
$231/nighttotal: $6930 (30 )
Cozy Coastal Hideaway In Chester Basin
1 2
apartment , Chester
This private, self-contained flat in Chester Basin offers convenient driving access to Chester and Mahone Bay, approximately 7 kilometers away. This spacious one-bedroom flat accommodates two guests and features a full bathroom with laundry, a well-equipped kitchen with a fridge, freezer, and microwave, and a garden and parking, providing a comfortable base for exploring the South Shore region.
Chester
26/06 – 28/06
$534/nighttotal: $1068 (2 )
Pine & Sea - Chester's Home For Active Families
3 2
apartment , Chester
This elevated apartment in Chester offers long views over Mahone Bay, situated near Chester Village and the Chester Connector Trail, providing convenient access to Lunenburg and Halifax. This modernised holiday let accommodates up to four guests with a garden, air conditioning, and a fully equipped kitchen, ideal for families and pets, with opportunities for hiking and biking nearby.
10 58 reviews
Chester
26/06 – 28/06
$365/nighttotal: $730 (2 )
Chester, Ns. Ye Olde Barne In A Seaside Village
1 2
apartment , Chester
This Chester city centre apartment, a converted barn loft, is situated in the village of Chester, Nova Scotia, a short distance from local attractions. Sleeping up to six guests, this two-bedroom, one-bathroom property boasts a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, off-street parking for two cars, and a garden with summer lawn furniture.
9.5 40 reviews
Chester
06/07 – 11/07
$419/nighttotal: $2095 (5 )
Mill Lake Retreat Hubbards
1 2
glamping , Chester
The Mill Lake Retreat Hubbards tent is located in Hubbards, a charming coastal village in Nova Scotia, around 61 kilometres from Halifax Stanfield International Airport. The accommodation has received excellent ratings for its location, cleanliness, and overall user experience. The tent offers a private bathroom and can accommodate up to seven guests. Amenities include free Wi-Fi, private parking, a garden, and a terrace, providing a comfortable and relaxing stay.
9.9 23 reviews
Chester
26/06 – 28/06
$326/nighttotal: $652 (2 )
Ye Olde Barne Lower Flat
1 2
apartment , Chester
This apartment is located in the charming seaside village of Chester, just a 40-kilometre drive from Halifax and Peggy's Cove. The apartment has received excellent ratings for location, cleanliness and user experience. The apartment comfortably sleeps six guests and has one bathroom. It comes with a kitchen, parking, internet access and a shared yard, offering a convenient and comfortable stay with easy access to Chester's attractions and activities.
9.8 31 reviews
Chester
06/07 – 11/07
$853/nighttotal: $4265 (5 )
Executive Ocean Front Estate With 2 Acres Overlooking Waters Of Mahone Bay
5 2
apartment , Lunenburg
Five Oaks by-the-Sea, near Mahone Bay, boasts 91 metres of private ocean frontage with stunning views and is a short drive from Lunenburg and Chester. This five-bedroom, 204-square-metre property sleeps ten, features a newly renovated kitchen, two fireplaces, a spacious deck, and offers seasonal kayak rentals; a spa and parking are also provided.
Best family friendly Chester vacation rentals
Among the 36 accommodations in Chester, here are the 1 best family friendly rentals
10 37 reviews
Chester
26/06 – 28/06
$683/nighttotal: $1366 (2 )
The Twee House At Meisners Beach
1 2
apartment , Hubbards
The Twee House, a renovated two-bedroom cottage, is situated near Meisner's Beach in Hubbards, Nova Scotia, offering easy access to Chester Village and the Sensea Spa. This English-style property sleeps six guests, boasting ensuite bathrooms, a fully equipped kitchen including a dishwasher, a private hot tub, and free parking, all within proximity to hiking trails.
Best Chester vacation rentals with a pool
Among the 36 accommodations in Chester, here are the 1 best rentals with a pool
9.3 20 reviews
Chester
26/06 – 28/06
$631/nighttotal: $1262 (2 )
Mahone Bay Oceanfront Luxury -Oak Island / Chester
1 2
house , Chester
This luxurious townhouse is located at the Oak Island Resort on the South Shore, just 10 kilometres from both Chester and Mahone Bay, offering stunning ocean and marina views. The property has received excellent ratings for its location, cleanliness, and user experience. The townhouse provides a spacious and private layout, accommodating up to four guests. Guests can enjoy a range of amenities including a private deck, swimming pool, garden, and access to the Oak Island Resort's dining room with ocean views.
Frequently Asked Questions about vacation rentals in Chester
What sports or outdoor activites can visitors enjoy in and around Chester?
Chester is a great place for outdoor enthusiasts. You can enjoy kayaking, sailing, swimming, fishing, and hiking in the area. There's also a golf course nearby and plenty of opportunities for birdwatching.
What are the best Airbnb and vacation rentals in Chester?
What other towns or cities can be easily accessed from Chester?
Chester is conveniently located within easy driving distance of Halifax, the provincial capital, and other towns on the South Shore, such as Lunenburg, Bridgewater, and Liverpool. You can also take a ferry to the nearby islands, like Tancook Island.
What amenities are commonly available in vacation rentals in Chester?
Vacation rentals in Chester typically offer a range of amenities, including kitchens, laundry facilities, Wi-Fi, and outdoor spaces like decks or patios. Many also have fireplaces or wood-burning stoves for a cozy feel.
What are the best vacation rentals with a pool in Chester?
What time of year is best to rent a vacation rental Chester?
The best time to visit Chester depends on your preferences. Summer is the peak season, with warm weather and plenty of outdoor activities. Autumn offers stunning foliage, while spring brings milder temperatures and blooming wildflowers. Winter is quieter but offers a unique experience with snow-covered landscapes.
What are the best rentals for families and kids in Chester?
You'll find plenty of fresh seafood in Chester, with lobster being a local favourite. Try a traditional Nova Scotian dish like 'Donair' or a 'fish chowder'. You can also sample local cheeses and craft beers.
What are the best rentals or Airbnbs with a jacuzzi in Chester?
Spacious Exclusive 5-bedroom House In Fabulous Chester With Wifi, Ac
5 2
apartment , Chester
This five-bedroom house in Chester offers convenient access to cultural attractions such as the Valverde Studio Gallery and Chester Playhouse, and is within a short driving distance (exact distances unspecified) of Chester Golf Club and Black Harbour Distillers. Sleeping up to ten guests, this spacious property boasts four bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, plus WiFi, air conditioning, a terrace, garden, and parking.
Best Chester vacation rentals with parking
9.6 21 reviews
Chester
01/08 – 31/08
$943/nighttotal: $28290 (30 )
Oceanfront Luxury Magical Views Sunset And Sunrise
3 2
apartment , Chester
This Chester oceanfront property, situated 3.5km from Oak Island and 14.5km from attractions including the Northern Sun Gallery & Gifts and Mahone Bay Settlers Museum, offers stunning sea views. The two-bedroom, three-bathroom house sleeps four guests and includes a fully equipped kitchen, private parking, internet access, a Smart TV, and an on-site playground.
Chester
06/07 – 11/07
$1339/nighttotal: $6695 (5 )
Chester Back Harbour Exclusive Providing Direct Access To Water Via Private Dock
2 2
apartment , Chester Basin
This architecturally designed waterfront residence in Chester's Back Harbour offers direct ocean access and is a short walk to Chester Village's restaurants and amenities, situated steps from the Rum Runners Trail. This self-contained two-bedroom condo-style dwelling accommodates up to four guests, featuring a deluxe well-equipped kitchen, a dedicated dining area, lounge, separate TV room, and a superb rear open deck with a floating dock and optional mooring.
9.8 22 reviews
Chester
26/06 – 28/06
$430/nighttotal: $860 (2 )
Oak Island Cottage With Hot Tub
1 2
apartment , Chester
This charming cottage is located on the South Shore of Nova Scotia, just 15 kilometres from Chester, with easy access to Oak Island, Mahone Bay, Lunenburg, and Halifax Airport. The peaceful setting offers stunning ocean views and is perfect for wildlife and bird watching. The cottage has two bedrooms and two bathrooms, comfortably accommodating up to three guests. Guests can enjoy shared amenities such as a gas BBQ, hot tub, and fire pit, as well as a private deck with beautiful ocean views.