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.

%{current} / %{total}1 / 1
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, 257 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
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, 213 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 favorite
A spacious living area features contemporary leather sofas arranged around a low coffee table. Large glass garage doors provide abundant natural light and views of the exterior. A wooden dining table and chairs are visible in the background, enhancing the sense of openness.
Apartment in Lunenburg
4.87 out of 5 average rating, 173 reviews

Architecturally-designed: The Rosebay, B2 Lofts

THE ROSEBAY AT B2 LOFTS is located in a newly renovated historic 1800s building adjacent to the Lunenburg Harbour in the heart of the UNESCO World District. Designed by internationally celebrated Brian MacKay-Lyons this charming 1-bedroom apartment is located on ground level, is wheelchair accessible and has a sprinkler system. The great room features: 13.5' ceiling, Belgian wood stove, huge glarage door that opens to breathtaking views of the Lunenburg Harbour, and a pull-out sofa bed.

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, 256 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 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
4.96 out of 5 average rating, 127 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 favorite
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 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, 174 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 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, 122 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 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, 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.

Top guest favorite
Home in Lunenburg
4.94 out of 5 average rating, 172 reviews

OceanFront #12 HotTub Private Deck waterfront BBQ

Take it easy at this unique and tranquil getaway.and a waterfront deck brimming with amenities. Enjoy the comforts of home and beyond with air-conditioning, a fire pit, and more in this private community oasis. Complete with a private pier and boat launch, HOOK'd 12 invites you to experience waterfront living at its finest, just moments away from the heart of Lunenburg village.

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, 295 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!

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