Chester Holiday Rentals

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Our top choices for Chester holiday rentals

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (42 reviews)
"Wonderful cabins and well located. "
Canada
Jonathan
The price is AU$373
includes taxes & fees
14 June - 15 June
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, (14 reviews)
"It was cleaned and cozy stay with beautiful lake view"
Canada
Vikrant D.
The price is AU$337
includes taxes & fees
16 June - 17 June
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 AU$343
includes taxes & fees
16 June - 17 June
Lake Mushamush Cottage!

Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.6 out of 10, Exceptional, (4 reviews)
"A wonderful cottage with character!! Comfy beds, nice pillows! Very rustic, very peaceful"
Canada
Lisa R.
The price is AU$502
includes taxes & fees
10 June - 11 June
Log Cabin #1 - Hubbards Beach

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

SUN, SAND, OCEAN, in Hubbards. What more do you need?
Hubbards
9.4 out of 10, Exceptional, (16 reviews)
"Lovely location. We enjoyed our stay and would go again."
United States
Angela C.
The price is AU$580
includes taxes & fees
10 June - 11 June
SUN, SAND, OCEAN, in Hubbards. What more do you need?

Beach Cottage - Oak Hollow - Hubbards Beach

Beach Cottage - Oak Hollow - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (1 review)
"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 AU$673
includes taxes & fees
15 June - 16 June
Beach Cottage - Oak Hollow - Hubbards Beach

Beach Cottage - Whispering Firs - Hubbards Beach

Beach Cottage - Whispering Firs - Hubbards Beach
Hubbards
The price is AU$619
includes taxes & fees
16 June - 17 June
Beach Cottage - Whispering Firs - Hubbards Beach

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, (16 reviews)
"Everything you need Welcome snacks were lovely Property well maintained Great amenities!"
Canada
Kelsea
Luxury lakefront dome with private beach, close to nature and town!

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, (33 reviews)
"Great stay"
Canada
Nigel F.
The price is AU$295
includes taxes & fees
22 June - 23 June
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)
"We were upgrated and the property was very nice and comfortable. Very clean too. "
United States
Ghislaine L.
The price is AU$329
includes taxes & fees
10 June - 11 June
Orchard Cabin #4 - Hubbards Beach

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 AU$527
includes taxes & fees
15 June - 16 June
Log Cabin #2 - Hubbards Beach

Beach Cottage - White Birches - Hubbards Beach

Beach Cottage - White Birches - Hubbards Beach
Hubbards
9.0 out of 10, Wonderful, (2 reviews)
"Very clean and rustic cabin. Decor is a bit dated but it did the trick for our trip. Beds were very comfortable and kitchen had all amenities. Loved that we could use the fireplace. "
Canada
Victoria H.
The price is AU$649
includes taxes & fees
15 June - 16 June
Beach Cottage - White Birches - Hubbards Beach

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
8.8 out of 10, Excellent, (3 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is AU$340
includes taxes & fees
16 June - 17 June
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

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 AU$392
includes taxes & fees
14 June - 15 June
Mermaid's Retreat - Caribou Lake Cottage!

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)
"Such a beautiful location and the dome was perfect, the space was very clean and toasty warm. "
United States
Natalie N.
The price is AU$671
includes taxes & fees
10 June - 11 June
Luxury Coastal Dome - Private Hot Tub, Oceanfront Deck, Firepit & Parking

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 AU$607
includes taxes & fees
17 June - 18 June
Beach Cottage - Yellow Birches - Hubbards Beach

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 AU$231
includes taxes & fees
10 June - 11 June
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

The Margaret of Hubbards Apt 1 - 7 Person Hot Tub

The Margaret of Hubbards Apt 1 - 7 Person Hot Tub
Hubbards
The price is AU$721
includes taxes & fees
12 June - 13 June
The Margaret of Hubbards Apt 1 - 7 Person Hot Tub

Beach Cottage - Spruce Grove - Hubbards Beach

Beach Cottage - Spruce Grove - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (3 reviews)
"Positively lovely ❤️. Relaxing with beautiful views!"
Canada
Angela
The price is AU$607
includes taxes & fees
17 June - 18 June
Beach Cottage - Spruce Grove - Hubbards Beach

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
Rose Bay
9.8 out of 10, Exceptional, (41 reviews)
"Views, location and quality of accommodations were just right."
Canada
Thomas P.
The price is AU$793
includes taxes & fees
13 June - 14 June
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
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

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$230 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay. Chester is known for its golf courses and theatres. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best holiday rentals that Chester has to offer?

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

How many holiday rentals will I find in Chester?

Choose from 16 Expedia holiday rentals in Chester for a memorable holiday.

What’s there to see and do in Chester?

Cultural attractions to visit include Chester Playhouse and Valverde Studio Gallery. Chester Art Center and Tancook Island are other places to visit while you're in town.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips.