A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

Vacation Homes in Chester

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chester vacation homes

A sunset view through a window with bare trees and a distant shoreline.

1. 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, (62 reviews)
"The owner was fantastic and he was really hospitable and very friendly. Highly Recommended and will come back again."
Canada
Chamok
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
A two-story residential building with a stone facade, a garage, and a driveway.

2. Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!

Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
Bedford
9.8 out of 10, Exceptional, (22 reviews)
"Excellent property."
United States
Zulfikar K.
The price is AED 326
AED 666 total
includes taxes & fees
29 Oct - 30 Oct
Cozy Private Walk-in Basement | Bed, Living Room & Kitchenette!
A wooden deck with outdoor furniture, including chairs and a small table, and a house with a red umbrella.

3. Spectacular Oceanfront Living in Authentic Fishing Village

Spectacular Oceanfront Living in Authentic Fishing Village
Northwest Cove
10.0 out of 10, Exceptional, (118 reviews)
"Kelly was a very good host, the property was clean, well appointed and had a spectacular view of the cove from the front deck and sunroom. The location was great to visit Lunenburg, Hubbards, Halifax and Mahone Bay. We were 3 generations under one roof and we had lots of space at this huge home.My family enjoyed fishing off the huge dock too!"
United States
Julie L.
Spectacular Oceanfront Living in Authentic Fishing Village
A wooden deck with lounge chairs, a wooden bench, and a house with large windows overlooking a body of water.

4. New Waterfront Cottag on Hirtle Lake

New Waterfront Cottag on Hirtle Lake
East Clifford
8.6 out of 10, Excellent, (7 reviews)
"Spacious home on a beautiful lake! Very quiet and relaxing. GPS navigation for the given address is off by about a half mile so pay attention to the lot numbers as you drive in."
United States
Melanie W.
The price is AED 311
AED 1,120 total
includes taxes & fees
22 Oct - 23 Oct
New Waterfront Cottag on Hirtle Lake
A wooden deck with a railing overlooking a body of water, a clear sky, and distant land.

5. The Ocean Pearl Cottage

The Ocean Pearl Cottage
East Pennant
10.0 out of 10, Exceptional, (33 reviews)
"The Ocean Pearl is a wonderful property. The location is beautiful and the owners have thought of everything to make their guests comfortable. The living room chairs are so comfortable and inviting, the bedsheets are wonderfully soft, and the hot tub is fantastic."
United States
Julie H.
The Ocean Pearl Cottage
A view of a waterfront property with a dock and a small building.

6. Oceanfront Luxury with Magical Views of Sunset and Sunrise

Oceanfront Luxury with Magical Views of Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (28 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is AED 692
AED 1,237 total
includes taxes & fees
22 Oct - 23 Oct
Oceanfront Luxury with Magical Views of Sunset and Sunrise
A small white cabin with a porch, surrounded by a gravel path and large rocks.

7. Ocean front cottage in the heart of Hubbards.

Ocean front cottage in the heart of Hubbards.
Hubbards
9.8 out of 10, Exceptional, (74 reviews)
"Great hosts, very friendly and helpful"
United States
charlie m.
Ocean front cottage in the heart of Hubbards.
A wooden deck with two chairs and a table, overlooking a lake and forest.

8. Serene modern Lakehouse on Golf Course

Serene modern Lakehouse on Golf Course
Hammonds Plains
9.4 out of 10, Exceptional, (16 reviews)
"This home is exactly how the ad describes and then some We really enjoyed being on the lake The home is wonderful Highly recommended it !!"
United States
Janet L.
The price is AED 1,234
AED 2,679 total
includes taxes & fees
1 Nov - 2 Nov
Serene modern Lakehouse on Golf Course
A small blue house surrounded by dense green foliage and trees.

9. Quiet, peaceful, private country home with a large yard

Quiet, peaceful, private country home with a large yard
Windsor Road
8.0 out of 10, Very good, (15 reviews)
"It was everything we needed for our stay.."
Canada
Jeff S.
Quiet, peaceful, private country home with a large yard
A wooden cabin in a snowy forest.

10. 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, (19 reviews)
"Great place and location and the owners were very helpful!"
Canada
Judy
The price is AED 674
AED 902 total
includes taxes & fees
29 Oct - 30 Oct
Pet-Friendly Glamping Dome close to Peggy’s Cove!
A hot tub on a wooden deck with glass railings, surrounded by trees.

11. Amazing lakefront house with hottub in golf course

Amazing lakefront house with hottub in golf course
Hammonds Plains
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay at this beautiful property! Check in was nice and easy. "
Canada
Jesalah R.
Amazing lakefront house with hottub in golf course
A covered deck with two Adirondack chairs, a view of a marina with boats, and a white picket fence.

12. SUN, SAND, OCEAN in Hubbards Nova Scotia

SUN, SAND, OCEAN in Hubbards Nova Scotia
Hubbards
9.4 out of 10, Exceptional, (14 reviews)
"hello, this place is amazing, the sunsets were amazing.... the place was extremely clean and very quiet..... i'm very fussy about sleeping comfort, but this mattress was very easy to sleep on .... i will give this place a 9.9 ..."
Canada
Vance
SUN, SAND, OCEAN in Hubbards Nova Scotia
A house with a front porch, a red umbrella, and a tree in the background.

13. Foot of the Mountain Farmhouse-great location for exploring the valley!

Foot of the Mountain Farmhouse-great location for exploring the valley!
Canning
10.0 out of 10, Exceptional, (16 reviews)
"The house was clean, well organized and very well equipped. The host was super responsive and provided excellent options for dining and entertainment. We would happily recommend this location."
Canada
David S.
Foot of the Mountain Farmhouse-great location for exploring the valley!
A wooden cabin with a covered porch, outdoor seating, and string lights.

14. Tranquil Lakeside Home w/hot tub & sauna - 20 mins from city of Halifax!

Tranquil Lakeside Home w/hot tub & sauna - 20 mins from city of Halifax!
Brookside
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful home in a beautiful location. Extremely clean. The beds were very comfortable. We loved having access to the hot tub and kayaks. We traveled with 2 young kids and they didn’t want to leave. The host was very sweet and easy to communicate again. Would stay here again, if back in NS."
United States
Anonymous traveler
Tranquil Lakeside Home w/hot tub & sauna - 20 mins from city of Halifax!
A narrow hallway with a white door at the end, a light switch, and a thermostat on the wall.

15. Onyi’s cozy Himalaya

Onyi’s cozy Himalaya
Hammonds Plains
8.4 out of 10, Very good, (8 reviews)
"Great price in a quiet safe neighborhood close to Halifax. It is a family home so you will hear the sounds of a family getting ready for school starting around 7am. Areas out of direct sight were not cleaned but main areas were okay. Dishes could have been cleaner, or dish soap provided. Overall fine accommodation for a price much better than halifax hotels."
Canada
Rowan
The price is AED 247
AED 419 total
includes taxes & fees
1 Nov - 2 Nov
Onyi’s cozy Himalaya
A wooden deck with Adirondack chairs, a table, and a bench.

16. Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Mahone Bay
10.0 out of 10, Exceptional, (42 reviews)
"Nice and clean cozy home away from home.owners are really nice and friendly nice deck to sit on and relax perfect get away."
United States
Isidore
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
A neatly made bed with white linens, a colorful pillow, and a red blanket.

17. 2 bedroom residential home in Kentville

2 bedroom residential home in Kentville
Kentville
7.8 out of 10, Good, (14 reviews)
"Thank you for an amazing time!"
Canada
Ken M.
2 bedroom residential home in Kentville
A spacious living room with a white sofa, wooden coffee table, and a rustic wooden chest. A wooden staircase leads to another room.

18. 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, (26 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
A forested area with string lights and outdoor furniture.

19. Cozy Cabin in Barss Corner with hot tub. Pet-Friendly!

Cozy Cabin in Barss Corner with hot tub. Pet-Friendly!
Barss Corner
9.8 out of 10, Exceptional, (10 reviews)
"We Loved the location , the accommodation and the beach front access !!"
United States
Jane
Cozy Cabin in Barss Corner with hot tub. Pet-Friendly!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink. There is a wooden dining table with a plant and bowls.

20. Lower Unit 1067 Rawding

Lower Unit 1067 Rawding
Port Williams
10.0 out of 10, Exceptional, (5 reviews)
"The neiborhood was very quiet. It was a peaceful and relaxing stay. The home was very nice and met our needs."
United States
Stacy H.
Lower Unit 1067 Rawding
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

Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel

Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel

10/10 Excellent
"Everyone was so nice and welcoming. Room was very clean everyone was pleasant to talk to. Easy to get to and around Halifax/ Nova Scotia. Breakfast food was amazing."
Collin 2-night trip
Posted 1 hour ago
Halifax Tower Hotel & Conference Centre, an Ascend Collection Hotel

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