Top Guest Houses in Chester in 2026

A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

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Top Cities in Chester

A large, two-story house with a steeply pitched roof and a chimney.

Our top choices for Chester guest houses

A building labeled 'The August House' with outdoor seating and string lights.

1. The August House

Windsor

Charles

CA $220 total

includes taxes & fees

Nov 4 - Nov 5

A deck with a table and chairs, a blue umbrella, and a railing overlooking a body of water and trees.

2. Surfside Inn

Queensland

Robert B

CA $249 total

includes taxes & fees

Oct 14 - Oct 15

3. Magnolia Inn

Mahone Bay

stephen

CA $243 total

includes taxes & fees

Oct 15 - Oct 16

A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

4. Lighthouse Lane Cottages

Indian Harbour

Lois

CA $239 total

includes taxes & fees

Oct 22 - Oct 23

Two people sitting on red chairs facing a lake with autumn foliage, holding wine glasses.

5. River Ridge Lodge

Martins River

Leandro

A laundry area with stacked washers and dryers, a bed with patterned bedding, a floor lamp, and a wooden floor.

6. Room-cozy Newly Built Room

Beechville

Jacinthe

7. Anchorage House and Cottages

Hubbards

Peter

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Top Chester Hotel Reviews

Coastal Inn Halifax

8/10 Good

"The property is old but it's been managed to be kept clean. The rooms are large and bathroom has all the amenities you need. Including a good shower. Living room has the coffee/tea area. Old are the floor carpets and sofa. But beds seem new. TV in living room and bedroom. It's aged property but cleaner than some much newer properties. as a woman, it gives safe environment"

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

8/10 Good

"The host was terrific at communication with us. The location was beautiful and very quiet & peaceful. Views were amazing! There were a couple of candy wrappers on the living room floor and the dining room table was very dusty. The patio could have used a sweep as well. Nothing too major, but should be noted, especially at this price point. My biggest complaint was the bed. The bedroom is beautifully decorated and the bed looked amazing. However, Im 5' tall and the bed is extremely high! I was unable to get into it, and spent the night sleeping on the couch. If I was younger and without mobility issues, it mightve been manageable. This is the first time in my 60+ years that I couldn't get into a bed ..... and I've traveled a lot. Very disappointed."

Find out more about Chester

Chester Guest Houses information

Number of reviews	759
Accommodation	7 Guest Houses
Lowest Price	CA $220
Highest Price	CA $249

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Halifax Vacation Rentals

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Chester

Chester

Western Shore

Fox Point

Our top choices for Chester guest houses

1. The August House

2. Surfside Inn

3. Magnolia Inn

4. Lighthouse Lane Cottages

5. River Ridge Lodge

6. Room-cozy Newly Built Room

7. Anchorage House and Cottages

Top Chester Hotel Reviews

Coastal Inn Halifax

Ocean front cottage in the heart of Hubbards.

Bridgewater Hotel

Atlantic View Motel and Cottages

Oak Island Resort & Conference Centre

Stardust Motel Timberlea

Stardust Motel Bedford

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

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Find out more about Chester

Chester Guest Houses information

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