Chester Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Chester vacation rentals

Cabin, 1 Double Bed, Shared Bathroom | Desk, free WiFi

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (16 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is SAR 300
SAR 342 total
includes taxes & fees
2 Jul - 3 Jul
Oakhill Pines Campground
Premium bedding, pillowtop beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (46 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
The price is SAR 769
SAR 967 total
includes taxes & fees
30 Jun - 1 Jul
Black Forest Cabins
Property grounds

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
Boutiliers Point
10.0 out of 10, Exceptional, (14 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is SAR 667
SAR 888 total
includes taxes & fees
2 Jul - 3 Jul
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax
View from property

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

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
8.4 out of 10, Very Good, (36 reviews)
"Great stay"
Canada
Nigel F.
The price is SAR 618
SAR 807 total
includes taxes & fees
6 Jul - 7 Jul
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Beach nearby

Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is SAR 551
SAR 889 total
includes taxes & fees
26 Jun - 27 Jun
Lake Mushamush Cottage!
Living area

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Bridgewater
9.0 out of 10, Wonderful, (4 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is SAR 501
SAR 882 total
includes taxes & fees
29 Jun - 30 Jun
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Beach

Summer Sale 1BR Big Kitchen by River and Trails

Summer Sale 1BR Big Kitchen by River and Trails
Bridgewater
The price is SAR 385
SAR 712 total
includes taxes & fees
26 Jun - 27 Jun
Summer Sale 1BR Big Kitchen by River and Trails
Beach nearby, sun loungers, beach towels

Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
8.0 out of 10, Very Good, (1 review)
"Very unique experience. The hosts were exceptionally friendly and there were so many thoughtful touches, including a homemade fruit / cheese try and chocolates."
United States
Melanie N.
The price is SAR 659
SAR 1,031 total
includes taxes & fees
20 Jul - 21 Jul
Mermaid's Retreat - Caribou Lake Cottage!
Property grounds

Pet-Friendly Glamping Dome close to Peggy’s Cove!

Pet-Friendly Glamping Dome close to Peggy’s Cove!
Seabright
10.0 out of 10, Exceptional, (7 reviews)
"It was a pleasure to stay here! It's well located, very cozy, spacious, and full of amenities. We felt nestled in a restful, secluded forest, yet not far off the main road. Our dog loved it here."
United States
Claudia Franey J.
The price is SAR 683
SAR 913 total
includes taxes & fees
16 Jul - 17 Jul
Pet-Friendly Glamping Dome close to Peggy’s Cove!
Exterior detail

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (15 reviews)
"Amenities are fantastic, very private"
Canada
francesco c.
The price is SAR 528
SAR 689 total
includes taxes & fees
26 Jul - 27 Jul
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Exterior detail

Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is SAR 567
SAR 842 total
includes taxes & fees
1 Jul - 2 Jul
Red Barn Bed & Breakfast
Interior

Romantic Oceanfront Retreat - Hot tub

Romantic Oceanfront Retreat - Hot tub
South Shore
9.2 out of 10, Wonderful, (12 reviews)
"A very nice location"
Canada
Evelyn K.
The price is SAR 867
SAR 1,575 total
includes taxes & fees
8 Jul - 9 Jul
Romantic Oceanfront Retreat - Hot tub
Interior

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"As described and in a great location!"
United States
Erin E.
The price is SAR 528
SAR 987 total
includes taxes & fees
7 Jul - 8 Jul
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Outdoor spa tub

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
9.8 out of 10, Exceptional, (9 reviews)
"The cleanliness was impeccable, the hospitality was lovely. Everything one needs while away from home was supplied and then some ! Would definitely visit again !"
Canada
Carol
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach

Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
Boutiliers Point
The price is SAR 639
SAR 855 total
includes taxes & fees
28 Jun - 29 Jun
Coastal Bunkie Retreat | Near Halifax | Sauna Access | Private Beach
1 bedroom, free WiFi, bed sheets

Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
10.0 out of 10, Exceptional, (19 reviews)
"Lovely stay! My partner and I really enjoyed it. Very clean and beautiful design inside. Very nice view of the lake and great, clean, and taken care of amenities."
Canada
Aleksa
The price is SAR 745
SAR 1,126 total
includes taxes & fees
16 Jul - 17 Jul
Luxury lakefront dome with private beach, close to nature and town!
Exterior

Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"We were upgrated and the property was very nice and comfortable. Very clean too. "
United States
Ghislaine L.
The price is SAR 720
SAR 960 total
includes taxes & fees
29 Jun - 30 Jun
Orchard Cabin #4 - Hubbards Beach
Beach

Sunny Bachelor with Balcony near River & Trails

Sunny Bachelor with Balcony near River & Trails
Bridgewater
2.0 out of 10, (1 review)
The price is SAR 243
SAR 583 total
includes taxes & fees
26 Jun - 27 Jun
Sunny Bachelor with Balcony near River & Trails
Interior

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

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
8.6 out of 10, Excellent, (10 reviews)
"Close to town , clean and comfortable "
United States
Tom D.
The price is SAR 685
SAR 1,118 total
includes taxes & fees
3 Jul - 4 Jul
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Living area

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
Mahone Bay
10.0 out of 10, Exceptional, (20 reviews)
"This was our second stay at this cottage and are planning to make this a yearly event. The cottage has everything you need, well appointed and very cozy! Location is also great."
Canada
Brauna R.
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Clifty Cove Motel

Clifty Cove Motel

10/10 Excellent
"Beautiful, well maintained property with incredible views. Truly captured the essence of the East Coast experience!"
Kathy 1-night trip
Posted 1 hour ago
Clifty Cove Motel

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?

Ocean front cottage in the heart of Hubbards.: This vacation home rental outside Chester is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Chester?

Choose from 16 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. Chester Art Center and Tancook Island 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.