
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.

Fox Point Lake House - Luxury Lakefront Rental!
Featured on Home Shores - Season 2, Episode 1! This one of a kind luxury lake house has plenty to offer. Gorgeous lakefront, private beach, hot tub that overlooks the lake, water views from the main floor and primary bedroom, wood fireplace and the list goes on. Other features include: - 30 mins from Halifax - Cathedral ceilings with A frame front - Built in wet bar with wine and beer fridge - Private sand beach - Salt water hot tub that comfortably sits 7 Check our IG - @foxpointlakehouse

Orig.Inns - Cozy Bunkie Hideaway with Hot Tub
Unwind and relax near the stunning beaches and charming cafés on the South Shore. Tucked away surrounded by trees, this cozy retreat offers all the comforts you need for a perfect getaway. Listen to a record, cook a delicious meal, snuggle up with a movie, soak in the hot tub, stargaze under the clear night sky, and listen to the peepers. Just a 5–10 minute drive away, you’ll find Crescent Beach, Rissers Beach, Ploughman’s Lunch Café, Osprey Nest Pub, and the Lahave Bakery. Follow us @Orig.Inns

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.

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!

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.

The Harmony Grand at Molega Lake
Harbour Acres Cottages offering: 5⭐"The Harmony Grand". A private modern log cottage perched on the serene shores of Molega Lake; Nova Scotia's South Coast cottage country. Experience this two bedroom, full bathroom, kitchen, & living room lakefront accommodation for either a short overnight stay or a longer vacation. We cater to all travelers! Breakfast is included*

Mid Century Aframe, Hot Tub, and Beach Access
The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. This vintage inspired Aframe sits on its own private lot with huge ocean views, beautiful private hot tub and luxury interior finishes.
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

The Dog Pound

Modern NS Four-square inspired Lighthouse

Welcome to the Cozy Quilt

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

2-storey designer cottage - Shobac Farm Gate House

Luxury Waterfront House

Riverhouse in Pentz

Peaceful Retreat on Schmidt Lake

Bayswater Cottage- Anchorage House & Cottages

Seaside Hirtle's Cottage - A Stunning Retreat

The Eyrie, an eagles nest with an amazing view.

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

Peaceful Lakeside Cottage ~ Sunsets & Hot Tub

Hemlock Hollow Lake House

Chester Basin Place

The Margaret of Hubbards Apt 1 - 7 Person Hot Tub

Sherbrooke Lakeside Retreat

Mill Lake Paradise Cottage

Private charming rustic off grid cabin

Oak Island Cottage with HOT TUB
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 $83 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!
Destinations to explore
- Halifax Vacation rentals
- Bar Harbor Vacation rentals
- Mid-Coast, Maine Vacation rentals
- Moncton Vacation rentals
- Cape Breton Island Vacation rentals
- China Vacation rentals
- Charlottetown Vacation rentals
- Lunenburg County Vacation rentals
- Fredericton Vacation rentals
- Saint John Vacation rentals
- Dartmouth Vacation rentals
- Kennebec River Vacation rentals
- Rentals with outdoor seating Chester
- Family-friendly rentals Chester
- Cabin rentals Chester
- Rentals with a washer and dryer Chester
- Rentals with a patio Chester
- Rentals with a fireplace Chester
- House rentals Chester
- Cottage rentals Chester
- Rentals with beach access Chester
- Pet-friendly rentals Nova Scotia
- Pet-friendly rentals Canada
- Rissers Beach Provincial Park
- Oak Island
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Lawrencetown Beach Provincial Park
- Conrad's Beach
- Dalhousie University
- Halifax Waterfront Boardwalk
- Point Pleasant Park
- Halifax Public Gardens
- Canadian Museum of Immigration at Pier 21
- Long Lake Provincial Park
- Maritime Museum of the Atlantic
- Shubie Park
- Halifax Central Library
- Big Mushamush Lake
- Luckett Vineyards
- Kejimkujik National Park & National Historic Site
- Ski Martock
- Halifax Seaport Farmers' Market
- Grand-Pré National Historic Site
- Peggys Cove Lighthouse
- Museum of Natural History





