Pet-friendly holiday rentals in Chester

Find and book unique pet-friendly homes on Airbnb

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 €96 per night before taxes and fees
Verified guest reviews
Over 600 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 of Chester holiday 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!

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

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

4.98 out of 5 average rating, 279 reviews

Top guest favourite

Bungalow in Lunenburg

Ocean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath

- Oceanfront, Pier, Boat Launch, - Massive Deck: Ideal for lounging entertaining, dining, High-Top Table, BBQ, Firewall: Ensures safety and peace of mind. - Hot Tub: Unwind and enjoy the serene ocean views. - Kitchen: induction cooktop and wall oven, ideal for preparing gourmet meals. - Two Bedrooms, Two Baths: The home includes a spacious master bedroom with a king-size bed and an en suite bath. - Second Bathroom: tub for a relaxing soak. HOOKd 4 perfect retreat best of oceanfront living.

5.0 out of 5 average rating, 233 reviews

Guest favourite

Brightly colored adirondack chairs in green and yellow are arranged on a grassy area alongside a cottage. Lush greenery and flowering shrubs enhance the exterior, while a series of windows provide light to the interior space.

Home in Chester

Charming Chester cottage steps from Nordic spa

A restored East Coast cozy cottage near the edge of Chester Village, steps from a nature trail and a stone’s throw from a serene Nordic spa. Walkable to grocery/liquor store, and to a village pub, the KiwiCafe, restaurants, shops, and Chester’s coveted harbour front. The iconic Peggy’s Cove, Mahone Bay+ Lunenburg are nearby, as are several glorious beaches. Halifax is just 45 minutes away. No cleaning fee or HST on stays over 31 days. A portable A/C on main level. Registration: STR2627D8211.

4.95 out of 5 average rating, 102 reviews

Top guest favourite

Apartment in Chester

Captain's Quarters - 2 bedroom harbourview condo

Located in the heart of sea-side Chester, Nova Scotia with a gorgeous, full view of the front harbour. The Captain’s Quarters is a bright and beautifully finished, spacious, 2-bedroom condo that is central to all that scenic Chester has to offer. Walking distance to the pubs, restaurants, bakery, yacht club & much more! Large, floor-to-ceiling windows offer a perfect view of Mahone Bay. Less than a 5-minute drive to Sensea Nordic Spa - a perfect home base for your South Shore stay.

4.94 out of 5 average rating, 106 reviews

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

Lakeside Cottage in Chester | BBQ + Lake Access

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.

4.96 out of 5 average rating, 208 reviews

Top guest favourite

Home in Chester Basin

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.

4.96 out of 5 average rating, 179 reviews

Top guest favourite

A spacious solarium features a cozy day bed adorned with patterned pillows. A round wooden table with chairs is situated nearby. Natural light floods the area through large glass panels, highlighting the surrounding greenery visible through the windows.

Cottage in Mahone Bay

"Lisette's on Long Hill", cozy with boho charm

Escape to Lisette’s on Long Hill, a cozy, professionally decorated two-bedroom cottage tucked away on a quiet lane in beautiful Mahone Bay. Spend your morning with a coffee in our bright solarium, stroll downtown to explore the local shops and cafés, and come home to relax in your own private space. Perfect for couples, friends or a getaway with your four-legged companion, our cottage offers a full kitchen, comfortable beds, and everything you need for a relaxing stay.

4.92 out of 5 average rating, 106 reviews

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

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.

4.9 out of 5 average rating, 143 reviews

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

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.

4.97 out of 5 average rating, 150 reviews

Superhost

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

Nordic Tides Retreat Sauna & Spa

Welcome to Nordic Tides, a private oceanfront home on Nova Scotia’s rugged coastline with wide Atlantic views, warm modern design, and space to gather with family and friends. The home includes a cedar sauna, outdoor hot tub, fire pit, BBQ, billiards table, and generous indoor and outdoor areas. It is ideal for guests looking for a quiet coastal escape, time together, and a comfortable place to relax after exploring Hubbards and the surrounding beaches.

4.87 out of 5 average rating, 152 reviews

Top guest favourite

Home in Kingsburg

The Beach Barn + Cedar Sauna

The Beach Barn and Cedar Sauna are 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

4.96 out of 5 average rating, 134 reviews

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

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.

4.9 out of 5 average rating, 289 reviews