Chester Vacation Rentals

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Check prices for these dates

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

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
$80 nightly
The price is $92
Jul 5 - Jul 6
Total with taxes and fees
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, (45 reviews)
"Very nice, modern and cosy cabins. Perfect location, highly recommended!"
Germany
Thomas Helmut Paul
$222 nightly
The price is $253
Jul 16 - Jul 17
Total with taxes and fees
Black Forest Cabins
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.
$209 nightly
The price is $238
Jun 23 - Jun 24
Total with taxes and fees
Lake Mushamush Cottage!
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.
$242 nightly
The price is $276
Jun 23 - Jun 24
Total with taxes and fees
Mermaid's Retreat - Caribou Lake Cottage!
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.
$162 nightly
The price is $184
Jun 29 - Jun 30
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Property grounds

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, (22 reviews)
"Lovely dog friendly cabin. The dog did find some unknown snacks from in-between the floor boards but overall lovely spot and plan on returning again some day."
United States
Heather
$226 nightly
The price is $264
Jun 24 - Jun 25
Total with taxes and fees
Oceanview 1-Bedroom Cottage | Private Hot Tub | Near Halifax
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
$162 nightly
The price is $184
Jun 25 - Jun 26
Total with taxes and fees
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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
$265 nightly
The price is $302
Jul 16 - Jul 17
Total with taxes and fees
Luxury lakefront dome with private beach, close to nature and town!
TV

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (108 reviews)
"Very clean and comfortable....perfect spot, central to Mahone Bay and Lunenburg. Pam and David were lovely hosts!"
United States
Dorothy S.
$230 nightly
The price is $262
Jun 23 - Jun 24
Total with taxes and fees
One bedroom fully equipped Mahone Bay luxury 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.
$202 nightly
The price is $236
Jun 23 - Jun 24
Total with taxes and fees
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
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.
$209 nightly
The price is $245
Jul 16 - Jul 17
Total with taxes and fees
Pet-Friendly Glamping Dome close to Peggy’s Cove!
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
8.2 out of 10, Very Good, (34 reviews)
"Great stay"
Canada
Nigel F.
$189 nightly
The price is $215
Jun 28 - Jun 29
Total with taxes and fees
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
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.
$217 nightly
The price is $254
Jul 5 - Jul 6
Total with taxes and fees
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
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.
$198 nightly
The price is $226
Jul 1 - Jul 2
Total with taxes and fees
Red Barn Bed & Breakfast
Beach

Summer Sale 1BR Big Kitchen by River and Trails

Summer Sale 1BR Big Kitchen by River and Trails
Bridgewater
$150 nightly
The price is $174
Jun 30 - Jul 1
Total with taxes and fees
Summer Sale 1BR Big Kitchen by River and Trails
Interior

One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (59 reviews)
"Close to everything, absolutely spotless and beautifully decorated… a 5 star experience!!"
Canada
Tanya K.
$229 nightly
The price is $261
Jul 4 - Jul 5
Total with taxes and fees
One bedroom fully equipped Mahone Bay luxury cottage
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.
$220 nightly
The price is $257
Jun 24 - Jun 25
Total with taxes and fees
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)
$140 nightly
The price is $160
Jun 25 - Jun 26
Total with taxes and fees
Sunny Bachelor with Balcony near River & Trails
Property grounds

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.
$225 nightly
The price is $256
Jul 1 - Jul 2
Total with taxes and fees
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
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.
$266 nightly
The price is $303
Jun 30 - Jul 1
Total with taxes and fees
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
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

The Homeport Motel

The Homeport Motel

8/10 Good
"Propre. Lit trop haut pour petites personnes"
Louise 1-night trip
Posted 3 hours ago
The Homeport Motel

Find out more about Chester

Everything you need to know about Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $215 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Mahone Bay Hide-Away : This vacation home rental outside Chester offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.