Title: Chester Vacation Rentals from CA $159: Short-Term Rentals for 2026 | Expedia.ca

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![Chester showing a small town or village and a lake or waterhole](https://images.trvl-media.com/place/6058263/da13667f-ebfc-4552-9481-a816443c7daf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chester Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chester

![Meeting facility](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/w1498h1003x3y0-a7933fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/e8fb0b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/d4faefb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Forest Cabins

Mahone Bay

10/10

Exceptional

(19)

"Bed was very comfortable,and clean and spacious. Everything I needed was there and close to trails and the downtown."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Mary

CA $184

CA $244 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/6d329635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/d2caca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/009b3ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/571933e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove

Indian Harbour

10/10

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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Floyd

[](https://www.expedia.ca/Halifax-Hotels-Oceanside-Cottage.h19106811.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/be493b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/7b674c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/9695d4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/9c07d3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay

10/10

Exceptional

(104)

"Fantastic hosts and wonderful accommodation! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Karen D.

[](https://www.expedia.ca/Lunenburg-Hotels-One-Bedroom-Fully-Equipped-Mahone-Bay-Luxury-Cottage.h38339512.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/f4c98cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/010f93bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/1cd78d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/w2732h2032x0y8-44f7a57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mahone Bay Hide-Away 

Mahone Bay

10/10

Exceptional

(95)

"Great weekend getaway for us. Clean, comfortable with more amenities than we could use during our stay. Great host met us the first day and answered our questions and gave advice on dining out. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Douglas M.

[](https://www.expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/1136c9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/384899b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/d027bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/8de3974f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

Ingramport

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jo L.

[](https://www.expedia.ca/Ingramport-Hotels-Nova-Scotia-Oceanfront-With-Private-Indoor-Pool-The-Land-Yacht.h29623024.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107020000/107017600/107017585/2918ecee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107020000/107017600/107017585/0cfeebb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107020000/107017600/107017585/d61ae4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107020000/107017600/107017585/568f3732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spruce Bell Tent near Peggy's Cove

East Dover

7.6/10

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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Dana R.

[](https://www.expedia.ca/East-Dover-Hotels-Spruce-Bell-Tent.h107017585.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/88b54b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/425ece00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/72652747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/54000000/53440000/53439100/53439075/7bed32e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Hubbards

10/10

Exceptional

(98)

"A beautiful spot, peaceful and relaxing, Wonderful hosts and lovely accommodation "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Kathleen M.

[](https://www.expedia.ca/Northwest-Cove-Hotels-Private-Island.h53439075.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/a302bd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/abaf964a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/dac4d497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105550000/105541000/105540933/bc3c80fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg

Lunenburg

9.8/10

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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Karen T.

[](https://www.expedia.ca/Lunenburg-Hotels-Remodelled-Historic-Suite-Wnautical-Boho-Decor.h105540933.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110610000/110604900/110604813/60f3cbf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/111000000/110610000/110604900/110604813/45c04819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110610000/110604900/110604813/38426ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110610000/110604900/110604813/ae66b43f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Lunenburg

9.0/10

Wonderful

(7)

"Close to town , clean and comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom D.

CA $126

CA $250 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Lunenburg-Hotels-Ideal-Lunenburg-Retreat-W-King-Bed-Kitchenette.h110604813.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70600000/70595700/70595675/c90c8049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70600000/70595700/70595675/80ee8fa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70600000/70595700/70595675/1a31fe9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/71000000/70600000/70595700/70595675/3c8d86fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 2BR Private Apartment

Head of Saint Margarets Bay

9.8/10

Exceptional

(74)

"We had a lovely stay, the apartment was perfect. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Randy

[](https://www.expedia.ca/Oceanfront-2BR-Private-Apartment.h70595675.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68470000/68467600/68467588/3b2464c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68470000/68467600/68467588/da730be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/69000000/68470000/68467600/68467588/3c20cd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/69000000/68470000/68467600/68467588/300f3639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Haven Cottage, on the ocean!

McGraths Cove

10/10

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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

susan m.

[](https://www.expedia.ca/Bayside-Hotels-Rock-Haven-Cottage.h68467588.Hotel-Information)

![Sauna](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/a12330a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/b17de54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/30a2e7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/ba6890e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilson's Coastal Club - C3 

Boutiliers Point

9.8/10

Exceptional

(8)

"Nice place, close to the water with a small private beach"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tim D.

CA $109

CA $159 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C3.h99827978.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/w1453h1075x0y5-d08e68ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/8e0aaf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/b82b387e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/92f05173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moonlight Cottage 

Hubbards

9.2/10

Wonderful

(20)

"Perfect vacation, location "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

manon l.

[](https://www.expedia.ca/Northwest-Cove-Hotels-Moonlight-Cottage.h89552960.Hotel-Information)

![Smart TV, fireplace, table tennis](https://images.trvl-media.com/lodging/45000000/44270000/44268700/44268661/2050b6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44270000/44268700/44268661/ab013100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44270000/44268700/44268661/2ae82650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/45000000/44270000/44268700/44268661/3ff2ac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Front Oasis - Custom-built Timber Frame Home on Cleveland Beach 12 guests 

Hubbards

9.6/10

Exceptional

(15)

"Wonderful house with ample room "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Nadine N.

[](https://www.expedia.ca/Queensland-Hotels-Beach-Front-Oasis-Custom-Built-Timber-Frame-Home-On-Cleveland-Beach-12-Guests.h44268661.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92630000/92621600/92621568/6ae3472d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92630000/92621600/92621568/f50c5265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92630000/92621600/92621568/53e57031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92630000/92621600/92621568/5c9b3905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Bed & Breakfast

Lunenburg

9.6/10

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](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Raeleen

CA $179

CA $272 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Front-Centre-Hotels-Beautiful-Home-On-Sunny-Acreage-Wfull-Bath-Nearby-Ocean.h92621568.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/716ea2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/31c8fdcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/d115d77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99840000/99830800/99830754/971ef016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wilson's Coastal Club - C7 

Boutiliers Point

9.6/10

Exceptional

(10)

"Accommodation was excellent, particularly the hot tub overlooking the bay. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

David B.

CA $161

CA $221 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Boutiliers-Point-Hotels-Wilsons-Coastal-Club-C7.h99830754.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/840282ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/0955ae4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/cb139677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74740000/74731200/74731156/b9845b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing ocean view/ private road/close to bayswater beach.

Hubbards

8.6/10

Excellent

(49)

"Great property for a quiet get away"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Debora

[](https://www.expedia.ca/The-Lodge-Hotels-Amazing-Ocean-View-Private-Roadclose-To-Bayswater-Beach.h74731156.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/167812d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/3e7cd81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/4de6c120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/88450881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

Hacketts Cove

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yuxin

[](https://www.expedia.ca/Hacketts-Cove-Hotels-Ocean-Front-Cottage.h107318409.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/35000000/34390000/34387300/34387245/a0170202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34390000/34387300/34387245/078f41e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34387300/34387245/a6367701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34387300/34387245/be3a4d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 3 Bedroom Cottage 5 Minutes from Peggy's Cove. 

Hacketts Cove

9.6/10

Exceptional

(53)

"Beautiful house, great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carolyn A.

[](https://www.expedia.ca/Hacketts-Cove-Hotels-Oceanfront-3-Bedroom-Cottage-5-Minutes-From-Peggys-Cove.h34387245.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114290000/114284500/114284413/bacf7ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/115000000/114290000/114284500/114284413/b4b851c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114290000/114284500/114284413/5fabdfcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114290000/114284500/114284413/b53e951e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Ocean Front Cottage 

Lunenburg

9.4/10

Exceptional

(6)

"We had a wonderful 4-night stay at this property while visiting our son, who is working as a deckhand on the Bluenose II in nearby Lunenburg, NS. The cottage was the perfect home base for our trip, offering a comfortable and relaxing place to return to each day.Our host was incredibly welcoming and thoughtful, ensuring we had everything we needed for a great visit. The property itself was immaculate, and the location was ideal for exploring the area. We highly recommend this cottage to anyone...

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Craig A.

[](https://www.expedia.ca/Heckmans-Island-Hotels-Cozy-Sea-Front-Cottage.h114284413.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-22&endDate=2025-12-23&regionId=58468&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Chester Hotel Reviews

![The Dockside Inn & Restaurant](https://images.trvl-media.com/lodging/13000000/12370000/12361500/12361417/584ec414_y.jpg)

### The Dockside Inn & Restaurant

10/10 Excellent

"Grest and easy check-in. Was shown to our room. Very courteous and welcoming. Even provided extras because the restaurant was not open. Loved the and our stay"

[](https://expedia.ca/Lunenburg-Hotels-The-Dockside-Inn-Restaurant.h12361417.Hotel-Information)

![Travelodge by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/20000/18000/17913/12a1f767_y.jpg)

### Travelodge by Wyndham Bridgewater

10/10 Excellent

"Room was clean"

[](https://expedia.ca/Lunenburg-Hotels-Comfort-Inn.h17913.Hotel-Information)

![The Homeport Motel](https://images.trvl-media.com/lodging/11000000/10570000/10568700/10568662/16214d5d_y.jpg)

### The Homeport Motel

10/10 Excellent

"The room was except able new and clean they only coukd use a couple of things which arent big but woukd help for the stay "

[](https://expedia.ca/Lunenburg-Hotels-The-Homeport-Motel.h10568662.Hotel-Information)

![Best Western Plus Bridgewater Hotel & Convention Centre](https://images.trvl-media.com/lodging/4000000/3820000/3812400/3812334/c7642643_y.jpg)

### Best Western Plus Bridgewater Hotel & Convention Centre

10/10 Excellent

"Clean rooms"

[](https://expedia.ca/Lunenburg-Hotels-Best-Western-Plus-Bridgewater-Hotel-Convention-Centre.h3812334.Hotel-Information)

![Black Forest Cabins](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6_y.jpg)

### Black Forest Cabins

10/10 Excellent

"Very clean, calm place but still walk g distance to town amenities. Sauna was fabulous.,"

[](https://expedia.ca/Mahone-Bay-Hotels-Black-Forest-Cabins.h113577477.Hotel-Information)

![Smugglers Cove Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517100/1517064/e53b71bd_y.jpg)

### Smugglers Cove Inn

10/10 Excellent

"Everything was great! Such a cute place. Was nice for a weekend get away. "

[](https://expedia.ca/Lunenburg-Hotels-Smugglers-Cove-Inn.h1517064.Hotel-Information)

![Brigantine Inn & Suites](https://images.trvl-media.com/lodging/4000000/3780000/3775300/3775224/ead9bda9_y.jpg)

### Brigantine Inn & Suites

10/10 Excellent

"Adorable rooms"

[](https://expedia.ca/Lunenburg-Hotels-Brigantine-Inn-Suites.h3775224.Hotel-Information)

![Mahone Bay Hide-Away ](https://images.trvl-media.com/lodging/36000000/35090000/35080400/35080364/f4c98cd1_y.jpg)

### Mahone Bay Hide-Away 

10/10 Excellent

"Nice restaurant nearby, awesome cabin."

[](https://expedia.ca/Lunenburg-Hotels-Mahone-Bay-Hide-Away.h35080364.Hotel-Information)

![Days Inn & Conference Center by Wyndham Bridgewater](https://images.trvl-media.com/lodging/1000000/70000/62700/62699/e0afbee2_y.jpg)

### Days Inn & Conference Center by Wyndham Bridgewater

10/10 Excellent

"Breakfast was very good. The service was excellent. I like that there are no scents in the rooms such as bounce fabric softener etc. The only complaint is the loud roar of the heating system in the room. We actually had to turn it off anf go without heat. "

[](https://expedia.ca/Lunenburg-Hotels-Days-Inn-Conference-Center-By-Wyndham-Bridgewater.h62699.Hotel-Information)

## 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.   

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- [Vacation Homes in Chester ](https://expedia.ca/Chester-Private-Vacation-Homes.d58468-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chester ](https://expedia.ca/Chester-Cottages.d58468-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chester ](https://expedia.ca/Chester-Apartments.d58468-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Chester ](https://expedia.ca/Chester-Cabins.d58468-aaCabins.Travel-Guide-Accommodation)
- [B&B in Chester ](https://expedia.ca/Chester-Bed-And-Breakfast.d58468-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Inns in Chester ](https://expedia.ca/Chester-Inns.d58468-aaInns.Travel-Guide-Accommodation)
- [Chalets in Chester ](https://expedia.ca/Chester-Chalets.d58468-aaChalets.Travel-Guide-Accommodation)
- [Motels in Chester ](https://expedia.ca/Chester-Motels.d58468-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Chester ](https://expedia.ca/Chester-Guest-Houses.d58468-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Chester ](https://expedia.ca/Chester-Agritourism.d58468-aaAgritourism.Travel-Guide-Accommodation)
- [RV Parks in Chester ](https://expedia.ca/Chester-RV-Parks.d58468-aaRVParks.Travel-Guide-Accommodation)
- [Resorts in Chester ](https://expedia.ca/Chester-Resort-Hotels.d58468-aaResortHotels.Travel-Guide-Accommodation)
- [Villas in Chester ](https://expedia.ca/Chester-Villas.d58468-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Chester ](https://expedia.ca/Chester-Apart-Hotels.d58468-aaApartHotels.Travel-Guide-Accommodation)
- [Condo Rentals in Chester ](https://expedia.ca/Chester-Condos.d58468-aaCondos.Travel-Guide-Accommodation)
- [Houseboats in Chester ](https://expedia.ca/Chester-Houseboats.d58468-aaHouseboats.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chester?

### What are some of the best vacation rentals in Chester?

### How many vacation rentals will I find in Chester?

### What’s there to see and do in Chester?

### What’s a vacation rental in Chester like?

### Expedia's Latest Trends

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