Chester Vacation Rentals

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Vacation Rentals in Chester

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (27)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester

Oakhill Pines Campground

3.0 star property
9.2 out of 10, Wonderful, (5)
"Awesome place for a family stay! Cabin was great, the pool was nice, facilities were clean and all working. But the best part was the vibe; calm and quiet, but not too quiet. We wish we had longer to stay and enjoy! "
The price is CA $119
CA $136 total
includes taxes & fees
Aug 13 - Aug 14
Oakhill Pines Campground

Black Forest Cabins

3.0 star property
10.0 out of 10, Exceptional, (5)
"Beautiful quiet cabins with local trails to enjoy and explore. The sauna was fantastic and we loved the decor! So easy to access our room. Highly recommend!"
The price is CA $312
CA $390 total
includes taxes & fees
Sep 1 - Sep 2
Black Forest Cabins

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

7.8 out of 10, Good, (17)
"This property was great for our one night stay as a group attending a show at the shore club. The patio and view is wonderful! Owner was in contact very quickly which was very much appreciated. "
The price is CA $180
CA $237 total
includes taxes & fees
Sep 4 - Sep 5
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10.0 out of 10, Exceptional, (101)
"Property was wonderful, love Lunenburg and area would definitely return!!!"
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Arm's length from the sea, private cove beach. Easy to access town and city.

9.6 out of 10, Exceptional, (29)
"The property is well located and has an amazing dock by the water. It was very clean, large kitchen and nice new bathroom. We really enjoyed our stay, we relax on the dock and also explore Peggy’s cove and Lunenburg close by. The owners we easy to communicate with, clear indications and very nice. We highly recommend this property and we would for sure rent it again! Thank you"
Arm's length from the sea, private cove beach. Easy to access town and city.

Spruce Bell Tent near Peggy's Cove

6.0 out of 10, (1)
"Washrooms could be cleanier and larger. Also improve stability of the washrooms."
The price is CA $120
CA $196 total
includes taxes & fees
Aug 17 - Aug 18
Spruce Bell Tent near Peggy's Cove

Rock Haven Cottage, on the ocean!

10.0 out of 10, Exceptional, (87)
"Beautiful and peaceful location. A great place to rest and relax."
Rock Haven Cottage, on the ocean!

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (94)
"We enjoyed our stay. The location was perfect for visiting Mahone Bay. "
One bedroom fully equipped Mahone Bay luxury cottage

Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

8.0 out of 10, Very good, (3)
"Well kept property at walkable distance to Lunenberg’s wharf. Grocery and Tim nearby. We stayed in the apartment (suite 5) and it was well furnished with a convenient kitchen. Great stay! "
The price is CA $226
CA $376 total
includes taxes & fees
Aug 19 - Aug 20
Executive 1-Bedroom King Bed Suite in Lunenburg (Suite 5)

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

10.0 out of 10, Exceptional, (2)
"Wonderful studio, clean, comfortable bedOn 2nd floor (very quiet)Walkable to Lunenburg old town, restaurants & Bluenose marinaWalkable to Tim Hortons & Independent Grocery "
The price is CA $226
CA $376 total
includes taxes & fees
Aug 19 - Aug 20
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Unique Ocean View Hilltop Retreat

10.0 out of 10, Exceptional, (170)
"We loved our stay at the Hilltop retreat. The architecture and design caught our attention, and the views out from the hilltop kept us enraptured. Proximity to Lunenburg amenities is great, and we enjoyed the farmer’s market nearby. Really a relaxing and lovely stay."
Unique Ocean View Hilltop Retreat

The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

9.8 out of 10, Exceptional, (220)
"We had an absolutely wonderful time on the Land Yacht, the kids used the pool everyday and we all thoroughly enjoyed the perfect weather from the solarium :) The Land Yacht in an incredible spot and we will definitely be back again."
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

Lunenburg's Cupcake House

Lunenburg's Cupcake House

Stunning Ocean Front cottage, minutes from the beach

10.0 out of 10, Exceptional, (25)
"We had an amazing vacation. The cottage was awesome and well maintained. Thank you. "
Stunning Ocean Front cottage, minutes from the beach

Moonlight Cottage

9.8 out of 10, Exceptional, (12)
"Loved getting to come stay at the house that was the Grey Gull on Haven the TV show! The host was great with communicating and our stay was awesome."
Moonlight Cottage

Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

9.8 out of 10, Exceptional, (29)
"Great house with basics to make it easy to stay."
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!

Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!

10.0 out of 10, Exceptional, (91)
"Beautiful location, delightful merchants and lovely hosts."
Located in the heart of Peggys Cove! Featured in Saltscapes Atlantic magazine!

Oceanfront 3-Bedroom Captain's House

10.0 out of 10, Exceptional, (20)
"Very clean, comfy, great water views. Recommended!"
Oceanfront 3-Bedroom Captain's House

Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

10.0 out of 10, Exceptional, (12)
"Lovely walking distance to the waterfront. Beautiful place to stay!"
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Frequently asked questions

Are there vacation rentals in Chester?

Yes, there are vacation rentals close to the most popular sights in Chester, or you can choose a secluded option if you'd like a relaxing place to stay. Chester is known for its golf courses and theaters. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best vacation rentals in Chester?

Family Home In the Heart of the Village of Chester: Visitors give good reviews to this Chester vacation home rental, which is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Chester?

Choose from 10 Expedia vacation rentals in Chester for a memorable vacation.

What’s there to see and do in Chester?

Cultural attractions to visit include Chester Playhouse and Lordly House Museum. Tancook Island and Chester Golf Club are other places to visit while you're in town.

What’s a vacation rental in Chester like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Chester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.