A large, two-story house with a steeply pitched roof and a chimney.

Chester Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chester vacation rentals

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

1. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (82 reviews)
"It was a cute and cozy stay. We would stay here again."
Canada
Julie
The price is AED 862
AED 1,072 total
includes taxes & fees
31 Oct - 1 Nov
Black Forest Cabins
A wooden door with a view of an outdoor deck and a chair.

2. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
8.8 out of 10, Excellent, (38 reviews)
"We would definitely recommend to others"
Canada
Chris
Oakhill Pines Campground
A wooden deck with a hot tub surrounded by trees.

3. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
10.0 out of 10, Exceptional, (16 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
The price is AED 518
AED 676 total
includes taxes & fees
5 Oct - 6 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A small cabin with a deck, a door, and a window.

4. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
10.0 out of 10, Exceptional, (23 reviews)
"Hot tub is Devine, everything is clean and thoughtfully provided. Basket of snacks was a sweet treat! We enjoyed the large deck and privacy very much ♥️we will definitely be back "
Canada
Suzanne
The price is AED 518
AED 673 total
includes taxes & fees
1 Oct - 2 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A view of a waterfront property with a dock and a small building.

5. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore
9.2 out of 10, Wonderful, (27 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is AED 1,009
AED 1,657 total
includes taxes & fees
30 Oct - 31 Oct
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
A residential area with a house, a swimming pool, and a marina with boats.

6. SUN, SAND, OCEAN, in Hubbards. What more do you need?

SUN, SAND, OCEAN, in Hubbards. What more do you need?
Hubbards
9.6 out of 10, Exceptional, (21 reviews)
"Lovely location. We enjoyed our stay and would go again."
United States
Angela C.
The price is AED 1,023
AED 1,688 total
includes taxes & fees
23 Oct - 24 Oct
SUN, SAND, OCEAN, in Hubbards. What more do you need?
A bright living room with a white sofa, a coffee table, and a potted plant.

7. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (117 reviews)
"Wonderful property and extremely clean. Hosts were wonderful!"
United States
Dianne T.
The price is AED 518
AED 871 total
includes taxes & fees
17 Oct - 18 Oct
One bedroom fully equipped Mahone Bay luxury cottage
A porch with colorful Adirondack chairs and a wooden deck.

8. Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.8 out of 10, Exceptional, (6 reviews)
"Nothing else to add."
Canada
Blair
The price is AED 1,059
AED 1,325 total
includes taxes & fees
1 Oct - 2 Oct
Log Cabin #1 - Hubbards Beach
A small, two-story cabin with a deck, large windows, and a fireplace.

9. 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, (17 reviews)
"Amenities are fantastic, very private"
Canada
francesco c.
The price is AED 518
AED 673 total
includes taxes & fees
8 Oct - 9 Oct
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
A modern kitchen with white cabinetry, a wooden countertop, and a large mirror.

10. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (112 reviews)
"Comfortable cottage very close to town centre but also quiet and calm."
Canada
Richard
The price is AED 518
AED 871 total
includes taxes & fees
9 Oct - 10 Oct
Mahone Bay Hide-Away
A tented accommodation with a bed, two chairs, and a view of a lake.

11. 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, (38 reviews)
"The dome was well appointed and beautifully decorated. I would highly recommend it to anyone who wants a comfortable, relaxing getaway."
Canada
LISA
The price is AED 814
AED 1,099 total
includes taxes & fees
4 Oct - 5 Oct
Luxury lakefront dome with private beach, close to nature and town!
A small white cabin with green trim and a porch, surrounded by greenery.

12. Orchard Cabin #4 - Hubbards Beach

Orchard Cabin #4 - Hubbards Beach
Hubbards
7.4 out of 10, Good, (6 reviews)
"Very cute property with a nice location. "
United States
Nancy O.
The price is AED 650
AED 843 total
includes taxes & fees
1 Oct - 2 Oct
Orchard Cabin #4 - Hubbards Beach
A dock with boats, a clear blue lake, and a forested island.

13. Mermaid's Retreat - Caribou Lake Cottage!

Mermaid's Retreat - Caribou Lake Cottage!
Mahone Bay
9.8 out of 10, Exceptional, (6 reviews)
"This property would be excellent for older couples and handicapped people. There's a ramp leading to the cottage and grab bars inside. Very peaceful and such a wonderful couple who owns it."
Canada
Betty
The price is AED 647
AED 1,012 total
includes taxes & fees
1 Oct - 2 Oct
Mermaid's Retreat - Caribou Lake Cottage!
A sunset view through a window with bare trees and a distant shoreline.

14. 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
8.6 out of 10, Excellent, (58 reviews)
"Sheets were stained and the house wasn’t up to my standards for cleanliness.It is cheap and a nice location and it was easy to communicate with the host."
Canada
Joanne
The price is AED 471
AED 620 total
includes taxes & fees
5 Oct - 6 Oct
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
A spacious living room with a white sofa, wooden coffee table, and a rustic wooden chest. A wooden staircase leads to another room.

15. 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, (23 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.
The price is AED 738
AED 1,376 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
A wooden deck with a view of a lake and trees.

16. Beach Cottage - Oak Hollow - Hubbards Beach

Beach Cottage - Oak Hollow - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (2 reviews)
"Jared (the owner) made our stay at Hubbards beach one we wont soon forget. The staff accommodated our every need, going above and beyond to secure us provisions when all the shops were closed for canada day. The cottage (oak hollow) was spacious, comfortably sleeping 5 adults, with a rustic and comfortable decor. The fireplace in the cottage saw a lot of use and was fully stocked with wood at no cost. Steps from the gorgeous hubbards beach, this spot had no shortage of activities to keep us...
Canada
CHRISTIAN P.
The price is AED 1,341
AED 1,676 total
includes taxes & fees
18 Oct - 19 Oct
Beach Cottage - Oak Hollow - Hubbards Beach
A sauna with a view of the sea, wooden walls, and a stone heater.

17. Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax

Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
Boutiliers Point
9.8 out of 10, Exceptional, (26 reviews)
"Everything was clean and cozy very quiet and friendly staff "
Canada
Adele S.
The price is AED 599
AED 800 total
includes taxes & fees
4 Oct - 5 Oct
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
A porch with colorful Adirondack chairs and a wooden deck.

18. Log Cabin #2 - Hubbards Beach

Log Cabin #2 - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (1 review)
"As advertised and 2 minutes from the shore club."
Canada
Jody K.
The price is AED 1,059
AED 1,325 total
includes taxes & fees
4 Oct - 5 Oct
Log Cabin #2 - Hubbards Beach
A calm lake with boats docked at the pier, surrounded by trees.

19. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.6 out of 10, Exceptional, (10 reviews)
"Very clean, well-stocked, hospitable and comfortable space."
Canada
Rita
The price is AED 540
AED 873 total
includes taxes & fees
5 Oct - 6 Oct
Lake Mushamush Cottage!
A covered outdoor deck with a glass table and chairs, overlooking a lake surrounded by trees.

20. Beach Cottage - Yellow Birches - Hubbards Beach

Beach Cottage - Yellow Birches - Hubbards Beach
Hubbards
8.0 out of 10, Very good, (1 review)
"Hubbard’s is such a great little area and the beach is beautiful. I come here every summer and have stayed in most of these cottages. Cottage had everything you need, lots of towels, extra blankets, water cooler, etc. Staff is extremely friendly at check in, garbage pickup, and all the restaurants. Our cottage had a beautiful view of the pond and ocean, a good sized deck with barbecue, a nice lawn area for activities, and space for parking. It had a very rustic cottage-like vibe which is what I...
Canada
Alea L.
The price is AED 1,285
AED 1,607 total
includes taxes & fees
1 Oct - 2 Oct
Beach Cottage - Yellow Birches - Hubbards Beach
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

Clifty Cove Motel

Clifty Cove Motel

10/10 Excellent
"The view from the private balcony is amazing!"
Laura 1-night trip
Posted less than an 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?

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: This vacation home rental outside Chester is located by the ocean and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 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.