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.

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Top guest favorite
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, 256 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 favorite
A private chalet is nestled among bare trees, with warm light glowing from the windows. String lights adorn the deck, enhancing the wintery scene of fresh snow covering the ground. The cabin's rustic wooden exterior complements the tranquil woodland setting.
Cabin in Windsor
4.97 out of 5 average rating, 189 reviews

Ski Martock Chalet w Fire Pit + Movie Nights

Ski by day, unwind with crackling fires, movies & games by night. 15 minutes to Ski Martock & Bent Ridge Winery, 1 hour to Halifax. This cozy lakefront cottage is the perfect winter basecamp. Warm up by the fire pit, stream a movie on the projector, spin a record. This is your time to relax & reconnect. Pet friendly, fast wifi, tucked in the woods, and set on a quiet lake with private dock. Only 1 hour to Halifax . Expect snowy views, starry nights, and that “wish we had one more night” feeling.

Top guest favorite
Bungalow in Lunenburg
4.99 out of 5 average rating, 153 reviews

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.

Top guest favorite
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, 211 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.

Guest favorite
A rustic log cottage is shown with a wooden deck leading to a light-colored door. A fenced area is visible beside the entrance, with a gravel driveway extending in front. Green grass is seen in the background, bordered by trees.
Cottage in Lunenburg
4.92 out of 5 average rating, 255 reviews

Wildwood Acres

Welcome to Wildwood Acres! This peaceful log cottage is located on Second Peninsula, just 6 minutes from the vibrant town of Lunenburg. With almost 3 acres and a fenced in area, your dog will be able to enjoy this spot as much as you will. Whether the occassion is a family vacation, or relaxing weekend away with your friends, this Wildwood Acres is just what you need! There are many options for dining and activities in Mahone Bay or Lunenburg, and Bachman's beach is just down the road.

Top guest favorite
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, 173 reviews

Large Pet Friendly Lakefront cottage in Chester

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 favorite
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, 109 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 favorite
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, 121 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.

Superhost
A close-up view of a vintage brass doorknob is featured, leading into a well-lit bedroom. The soft white bedding is neatly arranged on the spacious bed, with a dark accent pillow enhancing the serene atmosphere. A small plant sits beside the bed, adding a touch of greenery.
Home in Mahone Bay
4.91 out of 5 average rating, 135 reviews

Welcome to the Cozy Quilt

Welcome to the Cozy Quilt! A focal point of the Main Street and located in the heart of Mahone Bay. It’s sits across from the government wharf where you are only a short stroll to the cafes, brewery, pub, restaurants and shops. What started as part of the general store in 1867, the residence was later removed from the store and moved to its current home at 664 Main Street. Since 2003 it has been home to the Quilt Shop which help inspired the name Cozy Quilt.

Top guest favorite
A well-lit bedroom features a spacious bed with white linens, complemented by decorative pillows. A textured green accent wall serves as a backdrop, while a woven pendant light provides soft illumination. A small side table is positioned beside the bed, enhancing the room's functionality.
Apartment in Halifax
4.94 out of 5 average rating, 167 reviews

Woods & Water Suite

Escape to our cozy, mid-century modern-inspired suite, surrounded by the woods in a peaceful subdivision. Perfectly located between Long Lake and Crystal Crescent Beach Provincial Parks, as well as just 20 minutes from downtown Halifax and 15 minutes from Bayers Lake. Whether you’re seeking outdoor activities, a quiet escape, or a home base to explore the area, our suite provides the ideal setting for your Nova Scotia stay.

Top guest favorite
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, 243 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 favorite
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, 294 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 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 € 51 per night before taxes and fees

  • Verified guest reviews

    Over 520 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Chester vacation 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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