Pet-friendly holiday 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.

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Top Guest favourite
A serene lakefront view captures the luxury lake house surrounded by trees. The structure reflects gently in the calm water, showcasing warm tones from the setting sun. A private beach area with sand and a dock is visible, enhancing the tranquil atmosphere.
Cottage in Hubbards
4.98 out of 5 average rating, 258 reviews

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

Top Guest favourite
A cozy seating area features an orange sofa adorned with soft cushions, complemented by a patterned accent table. Natural light pours in through large windows with checkered curtains, highlighting the textured rug on the concrete floor. Decorative plants add a touch of greenery.
Cabin in Mount Pleasant
4.98 out of 5 average rating, 168 reviews

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

Top Guest favourite
The cabin is elevated on stilts, surrounded by lush greenery. A wooden porch with chairs offers outdoor seating, while smoke rises from a metal chimney. The structure features large front windows, providing a view of the tranquil forest setting.
Treehouse in New Germany
4.99 out of 5 average rating, 214 reviews

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.

Top Guest favourite
The serene lake is bordered by trees and reflects a clear blue sky. A dock with two blue chairs extends into the water, and a floating device is visible nearby. The calm surface of the lake enhances the peaceful ambiance.
Home in Chester Basin
4.96 out of 5 average rating, 160 reviews

The Oasis on Blueberry Lane

Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

Guest favourite
A modern kitchen area features light blue walls and wooden beams. An island with rustic details is accompanied by two dark bar stools. A floral armchair sits nearby, and shelves display dishware. Natural light enters through multiple windows, creating a bright and inviting space.
Cabin in Mahone Bay
4.91 out of 5 average rating, 472 reviews

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!

Top Guest favourite
A welcoming porch is adorned with two light blue adirondack chairs, positioned to overlook a serene lake. The ground is covered in vibrant autumn leaves, and trees in the background are reflected in the calm water. The scene captures a peaceful outdoor retreat.
Cottage in Chester
4.96 out of 5 average rating, 175 reviews

Cozy Lakefront Cottage w/ wood stove near Martock

This pet friendly, four season cottage is the perfect space to escape the city with a loved one for a weekend or for your next family vacation! Only 50 minutes from Halifax, it’s in perfect proximity between downtown Chester and Windsor. The home Includes a large eat in kitchen with sitting area, bathroom, laundry and two bedrooms on the main level and a walkout primary bedroom and large living room with wood stove on the lower level and a large walk out deck overlooking the lake.

Top Guest favourite
A charming boathouse is positioned on a wooden dock, surrounded by lush greenery. The elevated deck features a glass railing, offering unobstructed views of the water. Two wooden benches provide seating, inviting relaxation in the serene seaside setting.
Cottage in Chester
4.95 out of 5 average rating, 110 reviews

The Boathouse on Scotch Cove

This little boathouse sits right on Scotch Cove in East Chester, NS. Enjoy seaside views from every angle, with lovely outdoor seating and propane BBQ. The deck leads directly to the dock allowing for easy access for swimming or watercraft provided. The place is just a short walk from hiking and biking trails, with nearby lakes and sandy beaches. The indoor projector and screen make movie nights so much better! The boathouse is fully equipped for winter with a cozy woodstove.

Top Guest favourite
Home in Lunenburg
5 out of 5 average rating, 142 reviews

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.

Top Guest favourite
Two kayakers navigate the calm waters of Fox Point Lake, framed by a lush green landscape. In the background, a charming log cottage with a dark roof is visible, surrounded by several outdoor seating options and colorful furnishings.
Home in Hubbards
4.95 out of 5 average rating, 107 reviews

Lakeview Cottage | Fox Point Lake | Hot tub/Kayaks

Welcome to our charming Lakeview cottage on Fox Point Lake in Hubbards, NS! This rustic log home boasts 3 bedrooms and 1.5 baths, making it perfect for families or friends seeking a peaceful retreat. Enjoy our private dock on the lake and take advantage of kayaks for fun-filled water adventures (seasonal). Unwind, reconnect with nature, and create cherished memories. Book now for an unforgettable lakeside getaway!

Top Guest favourite
The exterior of the architecturally unique cottage is showcased in the twilight. The structure features large windows and a sleek design, elevated on supports. Surrounded by natural landscapes, two chairs are positioned on the deck, offering a space to enjoy the views.
Home in Terence Bay
4.89 out of 5 average rating, 245 reviews

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.

Guest favourite
A sauna space features warm wooden walls and benches, creating a serene environment. Natural light filters in through a large window, illuminating a small basket of stones. The simplicity of the design emphasizes a calming retreat for relaxation.
Home in Hubbards
4.9 out of 5 average rating, 101 reviews

Nordic Tides Retreat Sauna & Spa

Welcome to Nordic Tides, where minimal Nordic design meets Nova Scotia’s rugged coastline. This oceanfront retreat features panoramic views, a private sauna, hot tub, and fire pit—perfect for slowing down and soaking in sea, sunrise, and stars. Unwind, reconnect with nature and loved ones, and feel restored in a space designed for balance, beauty, and intentional living.

Guest favourite
The modern chalet is nestled among tall trees, featuring a wooden exterior and large windows that invite natural light. A spacious deck is visible, furnished with outdoor seating and a grill, offering a serene view of the surrounding forest.
Tiny home in Petite Rivière Bridge
4.93 out of 5 average rating, 299 reviews

Stunning, secluded chalet with wood fired hot tub

Enjoy the peaceful, wooded setting of this beautifully-appointed chalet. Tucked amongst the tall pines along Petite Rivière, the chalet marries modern amenities with comfort and tranquility. It is ideally situated within a short walk or drive to beautiful beaches and excellent surfing. Dining, museums, and local art galleries are also just minutes away.

Popular amenities for Chester pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Chester

  • Total holiday rentals

    Explore 20 holiday rentals in Chester

  • Nightly prices starting at

    Chester holiday rentals start at $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chester holiday rentals include Wi-Fi 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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