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.

1 of 1 pages1 / 1
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, 263 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, 177 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

Guest favourite
A wood-fired hot tub is situated on a grassy area near the beach, with a metallic chimney rising from it. In the background, the calm water reflects soft colors of the sunset, bordered by large rocks. Beach chairs are positioned nearby, adding to the serene coastal setting.
Cottage in Boutiliers Point
4.94 out of 5 average rating, 141 reviews

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.

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, 476 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!

Guest favourite
A charming cabin is illuminated by warm string lights in the evening. A winding path leads up to the deck, while chairs invite guests to sit and relax. The porch is accessorized with an umbrella, adding to the cozy outdoor ambiance.
Cabin in Windsor
4.97 out of 5 average rating, 204 reviews

Private cottage on a lake - kayaks, SUP, fire pit

Private lakefront cottage tucked in the forest on a quiet, hidden lake. Swim, kayak & paddleboard from your own dock (no neighbors in sight). BBQ on the deck, spend long sunny days on the water, and end the night around the fire pit under the stars. Cozy inside with a movie projector, record player & murder mystery games. Pet-friendly. 1 hr to Halifax, 15 min to Bent Ridge Winery & Ontree Adventure Park. Follow @bluestonechalet to see why guests always need one more night.

Top Guest favourite
Home in Chester Basin
4.96 out of 5 average rating, 164 reviews

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.

Top Guest favourite
A circular hot tub is positioned on a deck overlooking the water. Clear blue skies and scattered clouds are visible above a calm water surface. Comfortable outdoor seating is arranged nearby, creating a tranquil setting for relaxation and enjoyment of the beautiful waterfront view.
Bungalow in Lunenburg
4.92 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A dining area is showcased with a wooden table surrounded by six metal chairs. Natural light filters in through a large window, highlighting the beam ceiling and stone accents. A decorative bowl rests at the center of the table, complemented by a plant and surfboards nearby.
Cottage in Hubbards
4.98 out of 5 average rating, 133 reviews

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.

Top Guest favourite
Home in Lunenburg
5 out of 5 average rating, 166 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.

Guest favourite
Home in Kingsburg
4.96 out of 5 average rating, 124 reviews

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

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, 261 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
4.89 out of 5 average rating, 122 reviews

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

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 $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 540 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!

  1. Airbnb
  2. Canada
  3. Nova Scotia
  4. Chester
  5. Pet-friendly rentals