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Top Holiday Rentals in Chester

Smart TV, fireplace, ping pong, books
1800' | Front HBR | DT 5 Min Walk | Water views
10.0 out of 10, Exceptional, (1)
"Great location and easy access to restaurants, shops. Bed was quite comfortable."
1800' | Front HBR | DT 5 Min Walk | Water views
Property grounds
Serenity Tiny House Cottage in Chester
10.0 out of 10, Exceptional, (51)
"Sandra and Bill are fantastic hosts, who have built and outfitted this tiny home with such thoughtfulness and intention, that it was very difficult to bid it goodbye. The Southern Shore of Nova Scotia is one of the most beautiful- and friendliest - places I have ever been. Im counting down the days until I can visit next. Or retire here."
Serenity Tiny House Cottage in Chester
Beach
On the Beautiful South Shore Near Chester and Hubbards, Ns
10.0 out of 10, Exceptional, (72)
"If you are considering staying on the South Shore this property is highly recommended. Everything from start to finish was perfect. It is in a beautiful cove with lovely views from the terrace. Perfect for morning coffee or late evening drinks. The house was clean , spacious and well maintained. It was very well equipped with all household items and amenities. We enjoyed day trips to Luneberg, Mahone Bay and Peggy’sCove as well as shorter jaunts to Chester and Hubbards. Communication with the...
On the Beautiful South Shore Near Chester and Hubbards, Ns
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Exterior
Beautiful Home on Sunny Acreage w/full bath & nearby ocean
10.0 out of 10, Exceptional, (2)
"Property was as advertised and expected We stayed two nights, and prepared 3 of our meals on location. The kitchen was clean, and we’ll provided with nice cookware and dishware needed for meal prep and eating in. The host greeted us as we arrived, and gave us helpful comments about the ac/heat, the tv, and property. In retrospect as most in their 40s and older are not as intuitive as millennials and genders, it would be helpful to have a simple instruction outline on the tv and ac/heat. On our...
The price is CHF 183
includes taxes & fees
25 May - 26 May
Beautiful Home on Sunny Acreage w/full bath & nearby ocean
Property grounds
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
10.0 out of 10, Exceptional, (64)
"Very clean, very well stocked, and nice decor! Highly recommend!"
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove
Fridge, microwave, oven, stovetop
One bedroom fully equipped Mahone Bay luxury cottage
10.0 out of 10, Exceptional, (69)
"Beautiful cottage. Very clean and everything that we needed was there. Will definitely recommend to our friends!"
One bedroom fully equipped Mahone Bay luxury cottage
Fridge, microwave, oven, stovetop
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
10.0 out of 10, Exceptional, (59)
"Great weekend with friends. Frank & Val pull out all the stops for their guests. This is by far the best place for anyone with allergies to scented products. The cottage is supplied with everything you need and all scent free. The kitchen is a dream, well-stocked and spacious. The deck and fire pit area were an added bonus. We loved our stay and will visit again."
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
TV
Mahone Bay Hide-Away
10.0 out of 10, Exceptional, (49)
"Lovely decorate property, very clean and bright. Great location not far from Halifax. Totally recommend this property. Cheers"
Mahone Bay Hide-Away
Beach nearby, beach towels
Entire house, Bridgewater. 2 Bedrooms, sleeps 4, 1.5 baths
10.0 out of 10, Exceptional, (66)
"Everything about the property was wonderful - quiet location, exceptionally clean home, lovely decor, very comfortable beds, every amenity needed to enjoy home away. Highly recommend."
Entire house, Bridgewater. 2 Bedrooms, sleeps 4, 1.5 baths
Property grounds
On a quiet, narrow Lane walking distance to all amenities
10.0 out of 10, Exceptional, (80)
"Charming great little cottage fully equipped right down to a clothes line if you don’t wish to use the dryer, bbq and lovely back deck. Having 2 bathrooms was a bonus. Walking distance to stores, restaurants, etc all within 10 minutes. Excellent base to south shore destination- an hour to Halifax. Would book this one again in a heartbeat!"
On a quiet, narrow Lane walking distance to all amenities
Property grounds
Rock Haven Cottage, on the ocean!
10.0 out of 10, Exceptional, (65)
"The cottage was perfect for my family's stay. The place was well-designed, clean, and comfortable. I would recommend staying here to anyone looking for a quiet getaway."
Rock Haven Cottage, on the ocean!
Property grounds
Beautiful Lakefront Cottage
10.0 out of 10, Exceptional, (23)
"It was a perfect location for day trips and hang around relaxation. The serenity and sunsets were amazing. Nancy was certainly a premier hostess. Highly recommend! ."
Beautiful Lakefront Cottage
Fridge, microwave, oven, stovetop
One bedroom fully equipped Mahone Bay luxury cottage
10.0 out of 10, Exceptional, (29)
"Exactly as depicted and divine."
One bedroom fully equipped Mahone Bay luxury cottage
Dining
Cozy Oceanfront Escape with Hot Tub
10.0 out of 10, Exceptional, (2)
"The view from the hot tub is amazing. Sunsets are beautiful"
Cozy Oceanfront Escape with Hot Tub
Smart TV, fireplace, books
Right in the heart of Peggys Cove! Featured in Atlantic magazine!
10.0 out of 10, Exceptional, (76)
"We had such a wonderful time at this wonderful, lovely cottage by the sea. We loved the historic charm of this beautiful home! Claire is the kindest, friendliest, most helpful host ever! The location is outstanding and the view out of every window looks like a picture postcard. Peggy's Cove is the quintessential seaside fishing village and we loved every minute of our time there. We would love to come back and stay again!"
Right in the heart of Peggys Cove! Featured in Atlantic magazine!
Property grounds
The Lookout Cottage - Private, ocean view home
10.0 out of 10, Exceptional, (23)
"Good stay. This place looks brand new inside. It's a. outside of town 15 min but if you are looking for a nice, peaceful, clean location, look no further."
The price is CHF 384
includes taxes & fees
3 Jun - 4 Jun
The Lookout Cottage - Private, ocean view home
Beach nearby, beach towels
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
10.0 out of 10, Exceptional, (21)
"Oh, wow! Kinda felt like we were in a Vrbo ad… The house is a beautifully renovated old home just across from the water, and a couple hundred yards from the beach. Beds were luxurious, bookcases of interesting books. The neighbourhood is of older, well looked after houses on a quiet cul de sac on the ocean. Couldn’t be better."
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
Exterior
Moonlight Cottage
10.0 out of 10, Exceptional, (3)
"The home was a lovely little spot with plenty of room that was great for a family. We enjoyed the games room in the basement and the views were beautiful to wake up to!"
Moonlight Cottage
Outdoor dining
Idyllic, sparkling clean ocean/beach cottage for your spontaneous getaway.
9.8 out of 10, Exceptional, (117)
"Lovely property ,lovely hosts.spectacular views ,all amenities provided close to everything 👍"
Idyllic, sparkling clean ocean/beach cottage for your spontaneous getaway.
Property grounds
Oceanfront 2BR Private Apartment
9.8 out of 10, Exceptional, (46)
"Beautiful location, terrific host, very comfortable"
Oceanfront 2BR Private Apartment
Don't see what you're looking for?
See all available properties in Chester
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.

Other types of properties in Chester you may be interested in

Smart TV, fireplace, ping pong, books
1800' | Front HBR | DT 5 Min Walk | Water views
10.0 out of 10, Exceptional, (1)
"Great location and easy access to restaurants, shops. Bed was quite comfortable."
1800' | Front HBR | DT 5 Min Walk | Water views
Indoor pool
Best Western Plus Bridgewater Hotel & Convention Centre
3.5 star property
9.2 out of 10, Wonderful, (740)
"Under construction, so breakfast was lacking. "
The price is CHF 127
includes taxes & fees
24 May - 25 May
Best Western Plus Bridgewater Hotel & Convention Centre
City view from property
Smugglers Cove Inn
4.0 star property
9.0 out of 10, Wonderful, (488)
" Very well positioned for the waterfront and restaurants. Kind and helpful management and staff."
The price is CHF 141
includes taxes & fees
21 May - 22 May
Smugglers Cove Inn
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.

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.

How many holiday rentals will I find in Chester?

Choose from 13 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 Lordly House Museum. Tancook Island and Chester Golf Club 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.

Recent reviews of Chester properties
Expedia verified reviews

Atlantic View Motel and Cottages

Atlantic View Motel and Cottages

5/5 Excellent
"It was very peaceful. We enjoyed the view and sitting by the water."
A verified traveller stayed at Atlantic View Motel and Cottages
Posted 2 days ago
Atlantic View Motel and Cottages