Title: Chester Vacation Rentals from CA $202: Short-Term Rentals for 2025 | Expedia.ca

  

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![Chester which includes a house and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/85000/85433-Chester.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chester Vacation Rentals

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## Check prices for these dates

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=58468&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chester

![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/e25a97f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/c3247f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/56acbcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34338200/34338116/e9dfeb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Home In the Heart of the Village of Chester

Chester

9.6/10

Exceptional

(28)

"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."

[](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information)

![Cabin, Multiple Beds, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5a9f3e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/90441b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/c77a5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, 1 Double Bed, Shared Bathroom](https://images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/c7d372b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oakhill Pines Campground

Oak Hill

9.0/10

Wonderful

(16)

"Great place"

[](https://www.expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information)

![Meeting facility](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/2ca590c6.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)

![Free WiFi](https://images.trvl-media.com/lodging/114000000/113580000/113577500/113577477/b3c5c2b2.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)

### Black Forest Cabins

Mahone Bay

9.8/10

Exceptional

(10)

"Great spot for a special night out … beds were super comfortable "

CA $215

CA $280 total

includes taxes & fees

Nov 9 - Nov 10

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

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/b0f9f097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/52d1bba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/300c799d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/ebb57053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Lunenburg

10/10

Exceptional

(112)

"Wonderful. Great cottage."

[](https://www.expedia.ca/Heckmans-Island-Hotels-Oceanfront-Cottage-On-A-Quiet-Cove-Just-Outside-Lunenburg.h69239765.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/8c25b607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/6cdbd528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/aed15a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107009200/107009171/3a72cb79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Juniper Bell Tent near Peggy's Cove

East Dover

8.8/10

Excellent

(3)

"Good for a nights stay and close to Peggy’s cove. Comfy and enough space"

CA $120

CA $202 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/East-Dover-Hotels-Juniper-Bell-Tent.h107009171.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/cab845a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/0c441f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/6bbc8ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/92000000/91440000/91435200/91435158/15d0df9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Chester

9.6/10

Exceptional

(34)

"Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again"

[](https://www.expedia.ca/East-Chester-Hotels-Arms-Length-From-The-Sea.h91435158.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119330000/119325900/119325880/d8daef0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119330000/119325900/119325880/a0326135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/120000000/119330000/119325900/119325880/bda715a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119330000/119325900/119325880/62ae57d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

Mahone Bay

9.6/10

Exceptional

(4)

"Beautiful location on the water, super friendly hosts. Location close to so many little towns with great food and amazing people. Trailer has everything that you need for your stay, they thought of everything. They made us feel welcome and we will be back for sure. We took our paddleboards out; he even lent us a fishing rod to use on the nearby Warf. "

[](https://www.expedia.ca/Indian-Point-Hotels-Pebble-Oceanside-RV-Retreat-Waterfront-Hot-Tub-Deck.h119325880.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/8774965a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/b2bfb07d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/0c34673b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30358900/30358879/08dfc87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Indian Harbour

9.8/10

Exceptional

(125)

"Cozy cottage with wonderful views. "

[](https://www.expedia.ca/Indian-Harbour-Hotels-Whalesback-Cottage.h30358879.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)

![Smart TV, books](https://images.trvl-media.com/lodging/20000000/19110000/19106900/19106811/755468fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Indian Harbour

10/10

Exceptional

(85)

"Everything about our trip and this property was amazing. The location, the peace, the scenery, etc. exceeded our expectations. The house was perfect and so comfortable. We hope to be back soon! "

[](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)

![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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38340000/38339600/38339512/970c0d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay

10/10

Exceptional

(101)

"Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping."

CA $150

CA $274 total

includes taxes & fees

Oct 13 - Oct 14

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

![Interior](https://images.trvl-media.com/lodging/108000000/107320000/107318500/107318409/3a21a736.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)

![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

(35)

"Very nice spot. property nicely decorated and conveniet"

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

![Game room](https://images.trvl-media.com/lodging/90000000/89560000/89553000/89552960/7c8d69a4.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)

 

### Moonlight Cottage

Hubbards

9.2/10

Wonderful

(16)

"Great time, went Peggy’s cove, Hubbard farm market, lunenburg and mahone bay"

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

![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)

![Interior](https://images.trvl-media.com/lodging/100000000/99830000/99828000/99827978/ef96cee2.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)

 

### Wilson's Coastal Club - C3

Boutiliers Point

9.8/10

Exceptional

(7)

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

CA $179

CA $242 total

includes taxes & fees

Oct 16 - Oct 17

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

![Dining](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/93cac6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/f7d539a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/0aabd07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/106000000/105340000/105336400/105336308/21445a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront 3-Bedroom Captain's House

Rose Bay

9.8/10

Exceptional

(27)

"The property was just what we needed for our family. The location is great and close to the many things we wanted to do on our trip."

[](https://www.expedia.ca/Feltzen-South-Hotels-Oceanfront-3-Bedroom-Captains-House.h105336308.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)

![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)

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

 

### Mahone Bay Hide-Away

Mahone Bay

10/10

Exceptional

(90)

"Great location, lovely town."

[](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)

![Fitness facility](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/8de3974f.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)

![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29623100/29623024/37cd7775.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."

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

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/62df0cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/70f03fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/ee1bd9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95160000/95159600/95159566/9952aa26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Oceanfront Luxury Magical Views Sunset and Sunrise

Western Shore

9.6/10

Exceptional

(18)

"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "

[](https://www.expedia.ca/Western-Shore-Hotels-Magical-Oceanfront-With-Marina.h95159566.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/fc9be583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/7d2a5d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/44450dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/31000000/30540000/30530300/30530220/da885111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique Ocean View Hilltop Retreat

Lunenburg

10/10

Exceptional

(176)

"Great hosts and amazing location"

[](https://www.expedia.ca/First-South-Hotels-Unique-Ocean-View-Hilltop-Retreat.h30530220.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/e0636ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/72c94de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, video library](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/be76059a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77990000/77983200/77983126/87b0c214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Hubbards

8.4/10

Very good

(30)

"Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! "

CA $180

CA $237 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Fox-Point-Hotels-4-Bed.h77983126.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)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107020000/107017600/107017585/73359fc6.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 "

CA $120

CA $202 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/East-Dover-Hotels-Spruce-Bell-Tent.h107017585.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=2025-10-23&endDate=2025-10-24&regionId=58468&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Chester Hotel Reviews

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

### Smugglers Cove Inn

10/10 Excellent

"Excellent staff and assistance "

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

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

### The Dockside Inn & Restaurant

10/10 Excellent

"Fantastic location in Lunenburg. Looked directly out our window at the Bluenose!"

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

![Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg](//images.trvl-media.com/lodging/70000000/69240000/69239800/69239765/b0f9f097_y.jpg)

### Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10/10 Excellent

"Was a nice spot. "

[](https://expedia.ca/Heckmans-Island-Hotels-Oceanfront-Cottage-On-A-Quiet-Cove-Just-Outside-Lunenburg.h69239765.Hotel-Information)

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

### Travelodge by Wyndham Bridgewater

10/10 Excellent

"Joanna was the best front desk clerk I have encountered. I have stayed in many hotels around the world with excellent personnel, but Joanna was truly the top. She provided wonderful service and hospitality during our stay. She and my wife became Facebook friends."

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

![Miller House By the Bay](//images.trvl-media.com/lodging/114000000/113840000/113831300/113831212/61799608_y.jpg)

### Miller House By the Bay

10/10 Excellent

"Great location, very cute loft.Liked that we had a separate space from the main house. Great hostess, lots of recommendations for restaurants and things happening in the town."

[](https://expedia.ca/Mahone-Bay-Hotels-Miller-House-By-The-Bay.h113831212.Hotel-Information)

![Bridgewater Hotel](//images.trvl-media.com/lodging/12000000/11070000/11060500/11060456/81caac46_y.jpg)

### Bridgewater Hotel

10/10 Excellent

"Clean and quiet. "

[](https://expedia.ca/Bridgewater-Hotels-Bridgewater-Hotel.h11060456.Hotel-Information)

![Oakhill Pines Campground](//images.trvl-media.com/lodging/109000000/108820000/108813700/108813648/5a9f3e48_y.jpg)

### Oakhill Pines Campground

10/10 Excellent

"Only used for sleeping. Easy to get to at later time in the evening. Cabin was clean and bathrooms were very close to cabin."

[](https://expedia.ca/Oakhill-Hotels-Oakhill-Pines-Campground.h108813648.Hotel-Information)

![Atlantic View Motel and Cottages](//images.trvl-media.com/lodging/12000000/11460000/11452000/11451968/f7de416e_y.jpg)

### Atlantic View Motel and Cottages

10/10 Excellent

"Très bien situé. Propriétaires sur place. Sécuritaire. Il y avait tout ce dont j’avais besoin dans la chambre-suite "

[](https://expedia.ca/Lunenburg-Hotels-Atlantic-View-Motel-And-Cottages.h11451968.Hotel-Information)

![Clifty Cove Motel](//images.trvl-media.com/lodging/12000000/11520000/11519200/11519153/f6cb1f8b_y.jpg)

### Clifty Cove Motel

10/10 Excellent

"Yes"

[](https://expedia.ca/Halifax-Hotels-Clifty-Cove-Motel.h11519153.Hotel-Information)

## 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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester vacation rentals we have selected for you start as low as CA $202 per night. Entering your travel dates in the search wizard 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

-   Trending destinations on Expedia.ca
-   All accommodation types in Chester

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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)

## 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?

> [Family Home In the Heart of the Village of Chester](https://www.expedia.ca/Chester-Hotels-Family-Home-In-The-Heart-Of-The-Village-Of-Chester.h34338116.Hotel-Information): Visitors give good reviews to this Chester vacation home rental, which is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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

> Choose from 13 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. 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.

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![QR code to download the app](data:image/png;base64,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)