Chester Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Chester

Meeting facility
Black Forest Cabins

Cabin in Mahone Bay

3.0 star property
10.0 out of 10, Exceptional, (19)
"Bed was very comfortable,and clean and spacious. Everything I needed was there and close to trails and the downtown."
Canada
Mary
The price is ￥20,402
￥27,059 total
includes taxes & fees
Dec 8 - Dec 9
Black Forest Cabins
Terrace/patio
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove

Cottage in Indian Harbour

10.0 out of 10, Exceptional, (89)
"A great place to stay. Very clean and cozy. Decorated very tastefully. Local Acadian restaurant was perfect. Would love to go back again."
Canada
Floyd
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
Fridge, microwave, oven, stovetop
One bedroom fully equipped Mahone Bay luxury cottage

Cottage in Mahone Bay

10.0 out of 10, Exceptional, (104)
"Fantastic hosts and wonderful accommodation! "
Canada
Karen D.
One bedroom fully equipped Mahone Bay luxury cottage
TV
Mahone Bay Hide-Away

Vacation Home in Mahone Bay

10.0 out of 10, Exceptional, (95)
"Great location, lovely town."
Canada
Lissa B.
Mahone Bay Hide-Away
Interior
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

Vacation Home in Ingramport

9.8 out of 10, Exceptional, (221)
"Lots of amenities. Owners very helpful in recommending local restaurants. Enjoyed finding mussels and sea glass on the little beach as well as the antics of the "rock" beavers. The heated pool was a plus. Absolutely wonderful views of the bay."
United States
Jo L.
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views
Property grounds
Spruce Bell Tent near Peggy's Cove

Camping in East Dover

7.6 out of 10, Good, (4)
"I loved it there, it was quite peaceful. I would have loved a coffee pot or some dishes, maybe a microwave and no cost for propane considering it was a tent and it was 200.oo plus dollars per night. Other than that is was great "
Canada
Dana R.
Spruce Bell Tent near Peggy's Cove
Property grounds
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Vacation Home in Hubbards

10.0 out of 10, Exceptional, (98)
"A beautiful spot, peaceful and relaxing, Wonderful hosts and lovely accommodation "
Canada
Kathleen M.
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Outdoor dining
Oceanfront 2BR Private Apartment

Apartment in Head of Saint Margarets Bay

9.8 out of 10, Exceptional, (74)
"We had a lovely stay, the apartment was perfect. "
Canada
Randy
Oceanfront 2BR Private Apartment
Exterior
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

Vacation Home in Lunenburg

9.8 out of 10, Exceptional, (16)
"Our stay was perfect! The space had everything we needed and more. Great welcoming hosts and a nice clean place. Highly recommend! "
Canada
Karen T.
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Property grounds
Rock Haven Cottage, on the ocean!

Cottage in McGraths Cove

10.0 out of 10, Exceptional, (95)
"this was our 2nd year to stay at rock haven and probably not our last. the cottage supplied every thing we needed and the location , dock, kayaks and locals provided great entertainment for our stay"
Canada
susan m.
Rock Haven Cottage, on the ocean!
Exterior
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Apartment in Lunenburg

9.0 out of 10, Wonderful, (7)
"Close to town , clean and comfortable "
United States
Tom D.
The price is ￥14,042
￥27,789 total
includes taxes & fees
Dec 8 - Dec 9
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Exterior
Moonlight Cottage

Cottage in Hubbards

9.2 out of 10, Wonderful, (20)
"Perfect vacation, location "
Canada
manon l.
Moonlight Cottage
Smart TV, fireplace, table tennis
Beach Front Oasis - Custom-built Timber Frame Home on Cleveland Beach 12 guests

Vacation Home in Hubbards

9.6 out of 10, Exceptional, (15)
"Wonderful house with ample room "
Canada
Nadine N.
Beach Front Oasis - Custom-built Timber Frame Home on Cleveland Beach 12 guests
Exterior detail
Red Roof Bed & Breakfast

Apartment in Lunenburg

9.6 out of 10, Exceptional, (9)
"A lovely little cottage, with the added bonus of a gift shop filled with curious trinkets! Would definitely stay here again if I’m ever back in Lunenberg."
Canada
Raeleen
The price is ￥19,891
￥30,277 total
includes taxes & fees
Dec 8 - Dec 9
Red Roof Bed & Breakfast
Exterior
Wilson's Coastal Club - C7

Cottage in Boutiliers Point

9.6 out of 10, Exceptional, (10)
"Accommodation was excellent, particularly the hot tub overlooking the bay. "
Canada
David B.
The price is ￥18,145
￥24,895 total
includes taxes & fees
Dec 7 - Dec 8
Wilson's Coastal Club - C7
Fridge, microwave, oven, stovetop
Knotting Hill - A Hidden Gem in Mahone Bay

Vacation Home in Mahone Bay

10.0 out of 10, Exceptional, (32)
"We enjoyed our stay in this part of Nova Scotia."
Canada
Heather D.
Knotting Hill - A Hidden Gem in Mahone Bay
Dining
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

Cottage in Hacketts Cove

10.0 out of 10, Exceptional, (38)
"This place is amazing and feels like home. It’s extremely clean. Beth is super nice and made us feel so welcomed. I highly recommend this place. "
United States
Yuxin
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Dining
Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove.

Cottage in Hacketts Cove

9.6 out of 10, Exceptional, (53)
"Beautiful house, great location"
United States
Carolyn A.
Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove.
Terrace/patio
Cozy Ocean Front Cottage

Cabin in Lunenburg

9.4 out of 10, Exceptional, (6)
"This cottage has everything you need and is located on a spectacular piece of land with exceptional water views from its large deck. Access to the water is easy - down steps and then down large rock steps. We kayaked every day and tied our boats in tbe water/ on the beach by the stairs (high and low tide). The hosts really care about your stay and about the property, and it shows. The bedding and towels were high quality and spotless. This cottage is a kayaker's paradise!"
Canada
Christine H.
Cozy Ocean Front Cottage
Fridge, microwave, oven, stovetop
Amazing ocean view/ private road/close to bayswater beach.

Cottage in Hubbards

8.6 out of 10, Excellent, (49)
"Great property for a quiet get away"
Canada
Debora
Amazing ocean view/ private road/close to bayswater 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

Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater

10/10 Excellent
"Room was clean"
John 1-night trip
Posted 3 days ago
Travelodge by Wyndham Bridgewater

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
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Look no further and take a look at our great range of rental properties in Chester!

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 of 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 14 Expedia vacation rentals in Chester for a memorable vacation.

What’s there to see and do in Chester?

Cultural attractions to visit include Lordly House Museum and Chester Playhouse. 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.