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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Guest favorite

The living area features a gray sofa and an armchair, complemented by a wooden coffee table. A floor lamp provides soft lighting beside a window. The space is designed with a light color palette and has a fan mounted on the ceiling.

Home in Kingston

4.92 out of 5 average rating, 108 reviews

The Dog Pound

Visiting the Annapolis Valley? We have the perfect spot for you to rest after a day of exploring! We are centrally located with access to everything the valley has to offer. From the many local craft breweries, farms, wineries, gorgeous hiking trails, to CFB Greenwood’s Air Force Museum, there is SO much to experience! The Dog Pound is a 3 bedroom + den private home. Minimally designed to make you feel at ease at the end of your day. Onsite at Roofhound Brewing for a bonus dining experience!

Superhost

A wooden walkway leads from the water's edge to a cozy cabin with a covered porch, surrounded by vibrant foliage. Hammock chairs are visible beneath the structure's overhang, complementing the tranquil outdoor space.

Home in Wolfville

4.88 out of 5 average rating, 338 reviews

Bespoke Lake Cottage

Escape to serenity in this stylish, calm space just minutes from Wolfville, NS. Feel remote, yet close to everything with waterfall hikes and wineries nearby. Unwind in a hammock chair, watching sunsets by the fire. The open concept offers incredible views, with a deck connecting to the lake. Note: Bunkhouse beds 3 and 4 require booking 5+ guests or an additional fee. Ample parking and easy house access. Your host is nearby for assistance but respects your privacy. Enjoy tranquility at its best.

Top guest favorite

Cottage in Hubbards

4.99 out of 5 average rating, 222 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

Treehouse in New Germany

4.99 out of 5 average rating, 195 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

An aerial view of a red bungalow set against a backdrop of autumn trees, displaying vibrant foliage. A wooden dock extends into the water, while the shoreline is lined with rocks and grassy areas, providing access to Lake Torment.

Cottage in Springfield

4.99 out of 5 average rating, 105 reviews

Tide's Inn Lake House, Lake Torment,East Dalhousie

Enjoy this 2000 square foot bungalow on Lake Torment with 100 feet of water front. The sunsets are breathtaking. Heat pump on each level for cooling in the summer and heat in the winter. There is a convenience store just down the road and the bass fishing is great. Bring your water toys and enjoy the lake in the summer months and snow mobiles in the winter. The snow mobile trail is right next to the convenience store. **Please note there is a 2 night minimum booking. !Note COVID RESTRICTIONS!

Guest favorite

A cozy sleeping area is presented with a spacious pull-out sofa bed, adorned with soft pillows and a patterned duvet. A wooden chair with a curved back is positioned nearby. Natural light enters through a window, adding warmth to the neutral wall color.

Apartment in North End Halifax

4.88 out of 5 average rating, 154 reviews

The Halifax Pad - Hot Tub & Free Parking.

Beautiful Halifax apartment minutes from the waterfront! Brand new master spa hot tub. Short walk to the popular Hydrostone market (boutique shopping and fine dinning). Bright and spacious, this apartment has everything you need. Large primary bedroom offering a luxury queen sized bed. Plus a KING sized pull out sofa. Fully equipped kitchen and dinning room. Beautiful modern bathroom with a Jacuzzi tub and rain shower. Large private back yard and patio. This is the perfect place to call home!

Guest favorite

A wooden deck features a swim spa, positioned next to a gray exterior wall of the house. Lush green grass surrounds the deck, and tall trees are visible in the background. A chair made of light-colored wood is placed nearby, providing a relaxed seating option.

Bungalow in Sambro

4.9 out of 5 average rating, 190 reviews

Salty SeaScape 4 Bed OCEAN-VIEW Home with SWIM SPA

Spacious home indoors & out! Large kitchen, dining room & living room with beautiful ocean views. Enjoy looking at the ocean from the bedrooms too! Outdoors watch the gorgeous sunsets over the water from the SWIM SPA or large, gated front deck. In the backyard enjoy BBQing or s’mores at the Fire-pit! Walk to the Corner store for take out or liquor, only 3 doors down. Crystal Crescent Beach is only a 5 minute drive from the house. The yard is fully fenced for peace of mind with kids & pets.

Top guest favorite

Home in Chester Basin

4.95 out of 5 average rating, 132 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!

Superhost

A charming log cottage is positioned on a spacious grassy area, surrounded by trees. The building features a deck and large windows, while a fenced yard provides a secure space. The serene rural atmosphere reflects a quiet retreat in a natural setting.

Cottage in Lunenburg

4.91 out of 5 average rating, 211 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.

Guest favorite

A cozy cottage is displayed with a white exterior and newly painted light blue front door. Two large windows are positioned symmetrically above the door, allowing natural light to enter. The surrounding yard features lush greenery, and a clear sky is visible in the background.

Cottage in Port Mouton

4.92 out of 5 average rating, 107 reviews

Cozy South Shore Beach Retreat.

Kick off your shoes and enjoy some down time on Nova Scotia’s beautiful south shore. Nestled between some of the best beaches the province has to offer and just 15 minutes from Liverpool and it’s many shops, museums and parks, our cozy character filled cottage is ready to welcome you. Enjoy all the comforts of home while getting away from it all! Whether you plan to spend the day reading in bed, exploring local beaches or sampling world class food and wine, you’re in the right place!

Top guest favorite

A spacious guest suite features a queen bed draped with a striped blanket. Cozy seating is provided by a lounge chair and an ottoman. Decorative elements include a wall-mounted sign and framed artwork, enhancing the comfort of the inviting space.

Guest suite in Timberlea

4.95 out of 5 average rating, 143 reviews

Merganser Guest Suite

Dog friendly, spacious guest suite/studio with separate entry in private home. Quiet country setting, yet only 20 minutes from downtown Halifax, 20 minutes to Queensland Beach or 30 minutes to picturesque Peggy's Cove. 5 Minutes from award winning Brunello golf course. Entire suite (no shared spaces) with queen bed , ensuite bath and walk-in closet. Fridge, microwave, coffee maker (kitchenette) with dining space. TV & guest wifi. Private deck for coffee or outdoor smoking area.

Guest favorite

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

4.94 out of 5 average rating, 103 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.

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What guests are saying

Cozy two bedroom cabin with wood stove

4.88 out of 5 average rating, 40 reviews6 months ago

The perfect place to stay for peace and quiet. You are just far off the beaten path for some rest and relaxation but still close enough where the South shore attractions are just a drive away. The hosts will answer any question you have with a rapid response. Our two labs loved the property and Cailean Rae and Kate made a personalized gift basket for us and the pups. Can't recommend them enough.

Cabin in Greenfield

What guests are saying

The Beach Loft: 5-bedroom

4.97 out of 5 average rating, 98 reviews3 weeks ago

We had a wonderful stay at Kimiko’s Beach Loft! The space felt warm, welcoming and so so cozy with the wood burning fireplace. We had it going all weekend! The outdoor space was just as awesome as the indoor. Kimi and Scott thought of it all - we had everything we needed. We checked out some antique spots down the road, had a dip in the ocean, enjoyed the hot tub and cooked all weekend! It truly was a special weekend!

Cottage in Hubbards

What guests are saying

Stylish North End Home

4.81 out of 5 average rating, 37 reviews1 month ago

A perfect spot to stay for a couple of nights in Halifax. It felt like with a 10-15 minute drive you could get almost anywhere in Halifax from here, so a perfect location. We had our dog with us and the fenced back yard was perfect. There was a cute park just a 10 minute walk away that our dog loved. Very grateful for the ease of this spot!

Home in North End Halifax

What guests are saying

Wittie’s Landing - Home in Cherry Hill NS

4.92 out of 5 average rating, 13 reviews6 months ago

We enjoyed a family weekend at Arin and Tobias' for my sons 19th birthday celebration. Their home is spacious, clean and both hosts are accomodating, friendly and welcoming. We had everything we needed in a beautiful home with equally beautiful surroundings. We seal watched at the rocky unkept beach close by, there were several seals right next door. Some of the brave ones even swam at Cherry Hill beach in cold temperatures just a 15 minute walk from this air bnb (beautiful walking or swimming beach!) Highly recommend them for a comfortable and peaceful stay!

Home in Green Bay

What guests are saying

Welcome to The Oak Island Cottage Hideaway

4.83 out of 5 average rating, 12 reviews8 months ago

Amazing stay in an adorable, well furnished and colorful cottage close to the sea. The cottage itself has everything you need, including a wonderful hot tube. The location is just perfect, very quite and close to the sea as of the main touristic attractions. Last but not least, Sean and his husband were fantastic and so friendly - they made our stay even better. We Will definitely come back :)

Home in Chester

What guests are saying

Eastern escape

4.97 out of 5 average rating, 35 reviews6 months ago

Exactly as advertised. Host is very responsive and will go out of her way to make sure you have what you need. The house itself was very clean and had everything we needed. The Internet was adequate for remote work. We appreciated having access to the entire driveway. There are grocery stores and places to eat nearby. I’d stay here again if I were in the area.

Home in Eastern Passage

What guests are saying

Seaman's Cottage #2 (Pet Friendly!)

5 out of 5 average rating, 6 reviews7 months ago

We loved staying at the Seaman’s Cottages. The location was ideal, directly across the road from a lovely restaurant, not to mention the amazing Summerville Beach. Our dog was spoiled with beach walks everyday, as were we. The cabin had everything we needed and central to south shore destinations. We loved spending the evenings on the deck listening to the waves.

Cabin in Summerville Centre

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