Chester Vacation Rentals

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Our top choices for Chester vacation rentals

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (25 reviews)
"Clean, comfortable, great location."
Canada
Colin
The price is CA $202
CA $264 total
includes taxes & fees
Apr 25 - Apr 26
Black Forest Cabins

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, (12 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is CA $230
CA $307 total
includes taxes & fees
Apr 24 - Apr 25
Oceanview Cottage | Private Wood-Fired Hot Tub | Sauna | Near Halifax

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 CA $209
CA $334 total
includes taxes & fees
May 1 - May 2
Lake Mushamush Cottage!

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
The price is CA $160
CA $260 total
includes taxes & fees
Apr 27 - Apr 28
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Red Roof Bed & Breakfast

Red Roof Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is CA $179
CA $271 total
includes taxes & fees
Apr 24 - Apr 25
Red Roof Bed & Breakfast

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

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
9.8 out of 10, Exceptional, (10 reviews)
"Perfect spot for a peaceful getaway with a great view. "
Canada
Alan L.
The price is CA $165
CA $272 total
includes taxes & fees
Apr 26 - Apr 27
Luxury lakefront dome with private beach, close to nature and town!

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (20 reviews)
"Excellent unit and very clean.The view was awesome.Highly recommended for a wonderful place to stay."
Canada
John S.
The price is CA $209
CA $355 total
includes taxes & fees
Apr 26 - Apr 27
Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax
Boutiliers Point
9.4 out of 10, Exceptional, (10 reviews)
"Great cottage and location is amazing! "
Canada
Joanna
The price is CA $263
CA $351 total
includes taxes & fees
Apr 26 - Apr 27
Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

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, (4 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 CA $259
CA $345 total
includes taxes & fees
Apr 27 - Apr 28
Pet-Friendly Glamping Dome close to Peggy’s Cove!

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)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
The price is CA $160
CA $213 total
includes taxes & fees
Apr 30 - May 1
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Chester
9.0 out of 10, Wonderful, (2 reviews)
"It was the perfect get away for myself after a rough week at work! Highly recommend. "
Canada
Michelle L.
The price is CA $279
CA $363 total
includes taxes & fees
Apr 26 - Apr 27
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
Lunenburg
9.6 out of 10, Exceptional, (4 reviews)
"It is a lovely place to stay! Very clean, very inviting."
Canada
Danette R.
The price is CA $151
CA $281 total
includes taxes & fees
Apr 24 - Apr 25
Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)

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 CA $180
CA $346 total
includes taxes & fees
Apr 24 - Apr 25
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

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
8.2 out of 10, Very good, (31 reviews)
"Great stay"
Canada
Nigel F.
The price is CA $184
CA $240 total
includes taxes & fees
May 22 - May 23
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

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 CA $242
CA $319 total
includes taxes & fees
May 17 - May 18
Orchard Cabin #4 - Hubbards Beach

Backyard Bliss 1BR Suite near River and Trails

Backyard Bliss 1BR Suite near River and Trails
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is CA $80
CA $191 total
includes taxes & fees
May 6 - May 7
Backyard Bliss 1BR Suite near River and Trails

Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater

Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater
Bridgewater
9.0 out of 10, Wonderful, (2 reviews)
"Nice to have all the appliances and be able to do our laundry. Good location, Wilma was a responsive host. They need better signage - the building has a barber shop in it and 3 people coming for a haircut ended up knocking on our door because they couldn't find the entrance, which is through the Bubble Tea shop. Noisy in the day time but okay for sleeping."
Canada
Jeannie T.
The price is CA $162
CA $283 total
includes taxes & fees
Apr 24 - Apr 25
Abigael’s Apt Suite 1 BR 2 BED in Central Bridgewater

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck
LaHave
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful stay. "
Canada
Kyle M.
The price is CA $368
CA $582 total
includes taxes & fees
Apr 26 - Apr 27
Coastal Dome Escape - Oceanfront, Private Hot Tub, Firepit and Deck

Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking
LaHave
10.0 out of 10, Exceptional, (11 reviews)
"Great experience "
Canada
Nathan D.
The price is CA $368
CA $582 total
includes taxes & fees
Apr 26 - Apr 27
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

Coastal Gale

Coastal Gale
Lunenburg
9.8 out of 10, Exceptional, (8 reviews)
"This home is very comfortable & the location was convenient for us. The scenery is beautiful and we enjoyed the hot tube. "
Canada
Linda G.
Coastal Gale
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

Find out more about Chester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

The Chester House. Seaside in the village, with private wharf: This highly rated vacation home rental in Chester is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 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. Another good choice for your trip to Chester is Chester Back Harbour Exclusive providing direct access to water via private dock.

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. 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.