
Pet-friendly vacation rentals in Chester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

The Bear’s Den treehouse lodging.
Nestled in the woods, accessible year round. Very private & quiet. No hunting on this property but enjoy great fishing. Pizza & burger take-out just 10 min away. Lots of water close by for kayaking/canoeing. ATV trails just a few km away. Firewood supplied. Please bring your own drinking / wash water. Pets welcome, but Not on the furniture unless you’ve brought a cover. Never leave pets unattended. No running water. Outhouse/toilet facility. Bring your own disposable propane tank if BBQ’ing.

Wilson's Coastal Club - C5
Beautiful oceanfront 1-bedroom cottage with a King bed. Enjoy the deck with a propane BBQ, patio furniture, and stunning views of St. Margaret's Bay. The bathroom features a 2-person jet tub and separate shower. Free high-speed Wi-Fi and Internet TV included. Additionally, guests can add on our unique wood-fired hot tub experience for an extra fee. See “Other things to Note” for details. Feel free to reach out with any pricing questions as Airbnb doesn't always show all available rates.

Quarrie Cottage | Mahone Bay
This newly constructed Main Street cottage is steps away from all the main attractions, while also being set back from the road enough to give guests a private and tranquil place to retreat at the end of the day. We are just across the street from Saltbox Brewery, with a beautiful patio, frequent musical guests and visiting food trucks. The cottage itself is an open and breezy ,featuring French doors, rustic details and a cozy wood stove- making it suitable for getaways all year long!

The Oasis on Blueberry Lane
Welcome to your private lakefront escape in Chester Grant. Swim from the dock on a warm, swimmable lake, paddle at sunrise, and soak in the hot tub beneath star-filled skies. Gather around indoor and outdoor wood fires in every season, then head inside for pool tournaments and spacious, comfortable living designed for connection and relaxation. Just 10 mins to Sensea Nordic Spa and 30 mins to Ski Martock, the perfect four-season retreat for families and friends year-round.

Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed
Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.

The Beach Loft: 5-bedroom
This pretty beach house is located just steps from the beautiful Seawall beach. Relax in the hot tub, hammock or next to the fire. The perfect getaway that is only 34min from Halifax. Featuring a wood burning fireplace and stone accents. Private hot tub overlooking the ocean. Post and beam Construction. Ocean views. Seawall beach is between Queensland and Cleveland’s beach. Also located on Rails to Trails path. Minutes to restaurants and coffee shops in Hubbards.

Orig.Inns - The Barn Retreat & Hot Tub
Welcome to The Barn — a cozy hilltop escape overlooking Ritcey Cove in Riverport. This small home offers a peaceful setting surrounded by nature, where you can truly slow down and relax. Enjoy quiet mornings with a view, and restful evenings with nothing but the sounds of the outdoors. Just minutes away, you’ll find beautiful beaches and scenic hiking trails to explore. Comfortable, calm, and easy — the kind of place you’ll want to return to. Follow us @Orig.Inns

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath
Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Koko Bay: Glamping, where glamour meets nature!
Escape the ordinary at KoKo Bay—an adults-only glamping retreat near Hubbards! Sleep in luxury, wake to ocean breezes, and stargaze by the fire. With epic views, fine linens, and direct access to Rails to Trails, it’s the perfect mix of wild and wonderful. Beach days, bike rides, and total unplugged bliss await. Romantic, peaceful, and unforgettable. (Yes, nature’s guests—bugs & critters—may drop by!!) it's part of the magic!

The Beach Barn + Cedar Sauna
The Beach Barn is located atop the highest hill in lower Kingsburg with breathtaking views overlooking Hirtle's Beach best known for its surf. This 2 bed, 2 bath award-winning home designed by renowned architect Brian MacKay-Lyons incorporates 30-foot high vaulted ceilings and open concept design. A quick 10-minute walk to Hirtles Beach, your coastal escape awaits! Check us out on IG @kingsburgcabins

Back Bay Cottage
Designed and built by architect Peter Braithwaite, the unique cottage design offers an exclusive and tranquil getaway. Accommodating up to 6 guests, this open concept, fully equipped cottage is ideal for couples, small families or outdoor enthusiasts any time of year. The airbnb is located 20 minutes outside of Halifax on six-acres with an outdoor fireplace, BBQ and stunning views that overlook Back Bay.

Nordic Tides Retreat Sauna & Spa
Welcome to Nordic Tides, where minimalist Nordic design meets Nova Scotia’s rugged coastline. This oceanfront retreat offers panoramic views, a private cedar sauna, hot tub, and fire pit. Perfect for slowing down, soaking in the sea, watching the sunrise over the ocean, and reconnecting with loved ones. Every detail is designed to create balance, beauty, and intentional living.
Popular amenities for Chester pet-friendly home rentals
Pet-friendly house rentals

Ocean front cottage, Mahone Bay

Charming Chester cottage a stone’s throw from spa

The Lookout - Cottage

a private oasis

Herman's Hideaway - by The Kitch'inn

The Garden by the Sea

3 bedroom Oceanview Home on St. Margaret's Bay

Peggy's Cove - Modern Home with Lighthouse View
Pet-friendly home rentals with a pool

East River Cottage- Anchorage House & Cottages

2-storey designer cottage - Shobac Farm Gate House

Luxury Waterfront House

Tranquil Chateau on Moody Lake

Riverhouse in Pentz

The Eyrie, an eagles nest with an amazing view.

Chalet 1 - Ocean View

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA
Private, pet-friendly home rentals

The Library at Orchard House

Peaceful Lakeside Cottage ~ Sunsets & Lake Access

Camperdown Cottages – A-Frame Lakefront Retreat

Lakefront Luxury Retreat

Chester Basin Place

Mallard on Church Lake Accessible Lakefront AFrame

The Margaret of Hubbards Apt 1 - 7 Person Hot Tub

Serene Cottage on 10 acres, Hot Tub, Lake Access
Quick stats about vacation rentals that are pet-friendly in Chester

Total vacation rentals
Explore 20 vacation rentals in Chester

Nightly prices starting at
Chester vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chester vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chester rentals

4.9 Average rating
Chester stays are highly rated by guests—averaging 4.9 out of 5!
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- Pet-friendly rentals Nova Scotia
- Pet-friendly rentals Canada
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Lawrencetown Beach Provincial Park
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Halifax Public Gardens
- Halifax Waterfront Boardwalk
- Dalhousie University
- Maritime Museum of the Atlantic
- Long Lake Provincial Park
- Halifax Central Library
- Shubie Park
- Kejimkujik National Park & National Historic Site
- Luckett Vineyards
- Peggys Cove Lighthouse
- Grand-Pré National Historic Site
- Big Mushamush Lake
- Halifax Seaport Farmers' Market
- Ski Martock
- Crystal Crescent Bch Provincial Pk





