Pet-friendly vacation rentals in Chester

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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
The cottage is nestled among tall trees with snow-covered ground surrounding it. A wooden deck extends from the entrance, featuring railings that complement the rustic exterior of the house, which showcases grey shingles and multiple windows allowing natural light to fill the space.
Chalet in Windsor
4.99 out of 5 average rating, 183 reviews

Luxury Lake Home on Falls Lake with woodstove

★ Enjoy the peace & comfort of this bright 4 season luxury vacation home nestled in a private lakeside forest on Falls Lake just 60 min. from Halifax. Our rustic lake home is fully equipped, central air conditioned, comfortably furnished & features a beautiful granite kitchen with breakfast bar, new appliances & 2 full bathrooms. It overlooks pristine Falls Lake & features a fire pit, dock, swim raft, 2 canoes, 2 kayaks, 2 paddle boards, row boat & lots of life jackets; 20 min. from Ski Martock!

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, 210 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
Home in Lunenburg
4.95 out of 5 average rating, 101 reviews

Ocean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath

Escape to Oceanfront Bliss! This stunning property features an epic deck, perfect for sunbathing or evening gatherings. Step inside to discover modern finishes a blend style & comfort soak in a hot tub with ocean views. Rooftop deck for stargazing& Sunsets! The luxurious King Master suite with an ensuite and a cozy queen bedroom provide ample space for family and friends. Experience the ultimate lifestyle of relaxation, where every moment is a celebration, create memories. Book your stay now!

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, 172 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.

Top guest favorite
The serene lake is bordered by trees and reflects a clear blue sky. A dock with two blue chairs extends into the water, and a floating device is visible nearby. The calm surface of the lake enhances the peaceful ambiance.
Home in Chester Basin
4.96 out of 5 average rating, 159 reviews

The Oasis on Blueberry Lane

Enjoy swimming or kayaking in our beautiful lake. Afterwards, hop in the hot tub to relax your tired muscles, then roast marshmallows over the firepit or have a game of pool. You can also curl up next to wood stove for a lazy evening in. Take a short drive to one of the several stunning beaches. Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find Chester Golf Course, a selection of restaurants, cafes, and shops. Only 30 minutes to ski Martock!

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.

Top guest favorite
Two kayakers navigate the calm waters of Fox Point Lake, framed by a lush green landscape. In the background, a charming log cottage with a dark roof is visible, surrounded by several outdoor seating options and colorful furnishings.
Home in Hubbards
4.95 out of 5 average rating, 103 reviews

Lakeview Cottage | Fox Point Lake | Hot tub/Kayaks

Welcome to our charming Lakeview cottage on Fox Point Lake in Hubbards, NS! This rustic log home boasts 3 bedrooms and 1.5 baths, making it perfect for families or friends seeking a peaceful retreat. Enjoy our private dock on the lake and take advantage of kayaks for fun-filled water adventures (seasonal). Unwind, reconnect with nature, and create cherished memories. Book now for an unforgettable lakeside getaway!

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, 292 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.

Top guest favorite
The A-frame structure is showcased against a dark evening sky, with its large glass front reflecting warm light from within. An inviting deck area includes outdoor seating, and the surrounding landscape features natural stone paving, creating a harmonious connection between the home and nature.
Cabin in LaHave
4.97 out of 5 average rating, 434 reviews

Mid Century Aframe, Hot Tub, and Beach Access

The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. This vintage inspired Aframe sits on its own private lot with huge ocean views, beautiful private hot tub and luxury interior finishes.

Guest favorite
A wooden deck is showcased at the rear of the house, surrounded by a grassy area with scattered trees. The deck features railings and a shelter, providing an outdoor space for relaxation. The exterior of the house is clad in light-colored siding under a clear blue sky.
Home in Western Shore
4.92 out of 5 average rating, 145 reviews

Little Pink Cottage

This unique place has a style all its own. Warm and inviting. Soothing ocean sounds and the smell of salt air. Just a short walk to the beautiful Western shore ocean look off. A great place to unwind and relax. 15 minutes to Sensea Nordic Spa and Chester Golf Course ⛳️ Walking trails near by.

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 ﺩ.ﺇ220 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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