Pet-friendly vacation rentals in Chester

Find and book unique pet-friendly homes on Airbnb

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 $110 per night before taxes and fees

  • Verified guest reviews

    Over 600 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!

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 private hot tub is situated beside a cozy seating area with a sofa under warm lighting. Adjacent, a wooden sauna stands, adding a tranquil touch. The area features a soft green lawn, illuminated by subtle lights, creating an inviting outdoor space.
Guest suite in Hammond Plains
4.97 out of 5 average rating, 531 reviews

Luxury Lakefront Suite - Hot Tub & Amenities!

Executive Lakefront Retreat: Escape to our luxurious and private two bedroom (plus den) apartment above the garage, boasting exclusive amenities for a serene stay. Enjoy: Private Hot Tub & Outdoor Propane Fireplaces Swimming Pool & Full Outdoor Kitchen Water Activities: Kayak, paddle boat, fishing rods, and dock access Nearby Conveniences: Within 5 km, find Tim Hortons, supermarket, drug store, liquor store, gas station Convenient Location: Just a 20-minute drive to downtown Halifax.

Top guest favorite
An open living area features wooden beams above, enhancing the spacious feel. Grey chairs surround a light wood table, with a white writing desk positioned nearby. Stainless steel appliances are visible in the kitchen, and large windows allow natural light to fill the space.
Home in Greenfield
4.99 out of 5 average rating, 211 reviews

Lakefront home with hot tub

Unwind at Hidden Lake West, your peaceful haven on Nova Scotia’s stunning south shore. Embrace the serene beauty with exclusive lake access, where you can paddleboard, canoe, or simply relax by the water. Soak in the rejuvenating hot tub, surrounded by nature’s embrace. This cozy with modern comfort, offering the perfect blend for a memorable escape. Whether you're seeking adventure or a restful retreat, Hidden Lake West invites you to relax and recharge in a breathtaking setting.

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
4.97 out of 5 average rating, 200 reviews

Spacious Lakefront Cottage Retreat

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
Home in Chester Basin
4.96 out of 5 average rating, 176 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 favorite
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
4.93 out of 5 average rating, 128 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 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, 146 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
A geodesic dome is illuminated softly from within, surrounded by an expansive grassy area under a starlit sky. The structure features large triangular windows, offering a clear view of the interior. Nearby trees frame the scene, enhancing the feeling of privacy.
Dome in Rose Bay
4.89 out of 5 average rating, 167 reviews

Glamping Dome 1 SeaSpray

Welcome to Board & Batten in beautiful Rose Bay, Nova Scotia. Sitting on a cliff overlooking the ocean, this breathtaking property is home to four, individually rented, geodesic glamping domes and two premium cottages Each identical dome offers a breathtaking view of the ocean and the night sky, as well as everything you’ll need for a luxury stay (this isn’t camping, it's glamping!). The domes and cottages are set nicely apart to allow a feel of privacy.

Guest favorite
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
4.87 out of 5 average rating, 143 reviews

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.

Top guest favorite
Home in Lunenburg
5 out of 5 average rating, 194 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 favorite
A wooden boardwalk leads down through lush greenery, flanked by trees and foliage. The path is illuminated by natural light, creating a welcoming atmosphere as it descends towards a destination visible in the distance.
Tent in Ingramport
4.96 out of 5 average rating, 164 reviews

Koko Bay: Glamping, where glamour meets nature!

Escape the ordinary at KoKo Bay—an adults-only glamping retreat near Hubbards! Sleep in luxury, wake to ocean breezes, and stargaze by the fire. With epic views, fine linens, and direct access to Rails to Trails, it’s the perfect mix of wild and wonderful. Beach days, bike rides, and total unplugged bliss await. Romantic, peaceful, and unforgettable. (Yes, nature’s guests—bugs & critters—may drop by!!) it's part of the magic!

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, 283 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
Cottage in Chester
4.98 out of 5 average rating, 204 reviews

Lovely Times Cottage - A Chester lakeside retreat

Our 4-season cottage is located just 45 minutes from downtown Halifax, 55 minutes from Halifax International Airport, 7 minutes from Chester and the Sensea Nordic Spa (open year round) and 35 minutes from Ski Martock (open Dec through end of March). With breathtaking lake views, this quiet paradise in the forest is a perfect getaway anytime of year.

Popular amenities for Chester pet-friendly home rentals

Destinations to explore