Pet-friendly vacation rentals in Chester

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.

4.98 out of 5 average rating, 250 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

4.98 out of 5 average rating, 159 reviews

A cozy seating area features an orange sofa adorned with soft cushions, complemented by a patterned accent table. Natural light pours in through large windows with checkered curtains, highlighting the textured rug on the concrete floor. Decorative plants add a touch of greenery.

Cabin in Mount Pleasant

Orig.Inns - Cozy Bunkie Hideaway with Hot Tub

Unwind and relax near the stunning beaches and charming cafés on the South Shore. Tucked away surrounded by trees, this cozy retreat offers all the comforts you need for a perfect getaway. Listen to a record, cook a delicious meal, snuggle up with a movie, soak in the hot tub, stargaze under the clear night sky, and listen to the peepers. Just a 5–10 minute drive away, you’ll find Crescent Beach, Rissers Beach, Ploughman’s Lunch Café, Osprey Nest Pub, and the Lahave Bakery. Follow us @Orig.Inns

4.99 out of 5 average rating, 126 reviews

A spacious deck is visible, featuring a hot tub and comfortable seating arrangements. The area is designed for relaxation and entertainment, bordered by a glass railing that offers unobstructed views of the tranquil water and surrounding landscape.

Bungalow in Lunenburg

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.

4.95 out of 5 average rating, 155 reviews

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

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!

Cottage in Boutiliers Point

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.

4.96 out of 5 average rating, 112 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.

4.99 out of 5 average rating, 140 reviews

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

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.

4.96 out of 5 average rating, 169 reviews

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

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.

4.95 out of 5 average rating, 105 reviews

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

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.

Superhost

A geodesic dome is illuminated from within, set in a spacious grassy area. The structure features large windows, showcasing a cozy interior. Adjacent to the dome, a wooden deck with a shaded seating area adds to the outdoor space, creating a tranquil setting for relaxation.

Dome in Rose Bay

4.84 out of 5 average rating, 113 reviews

Glamping Dome 2 StarGazer

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 (coming soon). 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.

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.

4.97 out of 5 average rating, 115 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.

4.97 out of 5 average rating, 418 reviews

The spacious loft bedroom features angled wooden walls and beams, creating a warm, rustic atmosphere. Large windows provide natural light and showcase views of the sea. A comfortable chair sits beside the bed, with a colorful rug adding texture to the wooden floor.

Cabin in LaHave

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. A note that the nights between now and May 9, 2025 are discounted because the sliding door is not in operation. It will be fixed after May 9.

4.9 out of 5 average rating, 230 reviews

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

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.

Popular amenities for Chester pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 84 reviews

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

Nordic Tides Retreat Sauna & Spa

4.98 out of 5 average rating, 66 reviews

A modern kitchen is visible, featuring a large island with seating for six. Bright light floods the open concept space, which connects to a dining area framed by sliding glass doors that offer views of the water. Light wooden flooring complements the light-colored cabinetry.

Home in Chester

The Whale House

4.91 out of 5 average rating, 263 reviews

A cozy corner is highlighted by a hanging chair, framed by soft lighting from a nearby lamp. A textured rug is placed beneath the chair, while a painting of a serene landscape adorns the wall, adding a touch of warmth to the space.

Home in North End

a private oasis

4.96 out of 5 average rating, 77 reviews

Two wooden lounge chairs are positioned on a wooden deck, facing towards a sunset over the ocean. The sky is filled with warm colors, reflecting on the water, while greenery surrounds the scene, adding a natural touch to the tranquil view.

Home in Hubbards

Stunning ocean views with sunsets over Mahone Bay

Superhost

A serene lakeside view features clear blue water surrounded by lush greenery and trees. A small firepit sits near the water’s edge, accompanied by a wooden dock extending into the lake. Gentle ripples reflect the sunlight, enhancing the tranquil atmosphere.

Home in Brookside

4.84 out of 5 average rating, 155 reviews

Private Lakefront Escape|Swim, Sip Wine & Stargaze

4.95 out of 5 average rating, 60 reviews

An open living area features large windows offering views of the water. Comfortable leather couches are positioned alongside a minimalistic coffee table. A modern kitchen island with bar stools is visible, enhancing the airy ambiance created by the vaulted ceiling and natural light.

Home in Lunenburg

The Lookout

4.89 out of 5 average rating, 106 reviews

A spacious loft-style bedroom features large windows showcasing serene lake views at sunset, with hues of pink reflecting off the water. The wooden floor complements the inviting floral bedding, while soft natural light fills the room.

Home in Mount Uniacke

Dog Friendly 3 Bedroom Lake House Fenced-In Yard

4.96 out of 5 average rating, 102 reviews

A charming white house features a classic black star decoration on its exterior. Lush green grass surrounds the entrance, which is complemented by colorful flower beds. A pathway of stones leads to the entry, while dark shutters adorn the windows for a subtle contrast.

Home in Conquerall Bank

Cottage on the Cove

Pet-friendly home rentals with a pool

A bright bedroom features a spacious bed with decorative pillows against a vibrant turquoise wall. A large mirror reflects the room, while a bedside lamp and a wooden desk with stacked books provide functional elements. Art depicting palm trees adds a touch of tranquility.

4.77 out of 5 average rating, 31 reviews

East River Cottage- Anchorage House & Cottages

4.89 out of 5 average rating, 66 reviews

The modern Corten steel exterior of the two-storey Gate House reflects a harmonious blend with the surrounding landscape. Soft lighting emanates from the large windows, illuminating the interior spaces. A fire pit is situated outside, complemented by nearby wooden seating.

Cottage in Lunenburg

2-storey designer cottage - Shobac Farm Gate House

An aerial view of the Italian-inspired home reveals its striking architecture surrounded by lush landscaping. A winding driveway leads to the property, while a stone patio encircles the in-ground pool, offering an inviting space for outdoor relaxation amidst the greenery.

Home in Williamswood

4.73 out of 5 average rating, 33 reviews

Tranquil Chateau on Moody Lake

A cozy bedroom features a spacious bed covered with a floral patterned quilt. Two bedside lamps provide soft lighting beside the bed, which is positioned against a light-colored wall. A framed nautical print is hung above the headboard, and a large window allows natural light to enter.

4.8 out of 5 average rating, 5 reviews

Fox Point Cottage - Anchorage House & Cottages

4.95 out of 5 average rating, 79 reviews

The historic home is showcased from a distance, featuring a large front porch with white railings and colorful flower pots. The exterior is painted in soft tones, highlighting the architectural details. Surrounding greenery enhances the natural setting of the property.

Home in Pentz

Riverhouse in Pentz

A cozy kitchen area features wooden cabinetry, complemented by a dining table set for four. A ladder leads to a loft space, while natural light fills the room through window treatments. The open layout connects to a welcoming living area with a sofa.

5 out of 5 average rating, 33 reviews

Bayswater Cottage- Anchorage House & Cottages

Superhost

A spacious bedroom features a luxury king size bed with soft linens and pillows, complemented by two bedside lamps. A comfortable chair is situated beside the bed, and natural light filters through a window with a light shade, illuminating the light wood flooring.

Apartment in Paper Mill Lake

4.75 out of 5 average rating, 83 reviews

Home Away from Home - Entire Apartment

5 out of 5 average rating, 40 reviews

A salt water pool is surrounded by landscaped grounds featuring natural rock formations and greenery. Several lounge chairs and umbrellas provide shaded seating. In the background, a spacious property showcases a modern building set against a clear sky, with a pathway leading up to it.

Apartment in Shad Bay

The Eyrie, an eagles nest with an amazing view.

Private, pet-friendly home rentals

5 out of 5 average rating, 41 reviews

An outdoor area features a charming garden setting with four black wrought iron chairs arranged around a small table. A flowering tree and a vibrant green landscape enhance the serene environment, inviting guests to enjoy the peaceful surroundings.

Apartment in Mahone Bay

The Library at Orchard House

Apartment in Chester Basin

A charming cottage features a distinctive red roof and is surrounded by a wooden fence with lattice work. A patio area is sheltered by a gazebo, providing a cozy outdoor space. Lush greenery and flowerbeds enhance the peaceful setting.

4.91 out of 5 average rating, 68 reviews

Chester Basin Place

4.93 out of 5 average rating, 83 reviews

A spacious solarium features a cozy day bed adorned with patterned pillows. A round wooden table with chairs is situated nearby. Natural light floods the area through large glass panels, highlighting the surrounding greenery visible through the windows.

Cottage in Mahone Bay

"Lisette's on Long Hill", cozy with boho charm

4.98 out of 5 average rating, 96 reviews

The exterior of a modern home is shown at dusk, with a vibrant sunset illuminating the sky in shades of pink and orange. A spacious deck extends from the house, featuring seating arrangements for relaxation, while a field of wildflowers occupies the foreground.

Home in LaHave

The Lookout - Cottage

4.86 out of 5 average rating, 28 reviews

A modern living area is highlighted by large windows allowing natural light to fill the space. A cozy sofa and an accent chair are arranged around a low coffee table, while a sleek fireplace provides warmth. A piece of wall art adds a subtle touch of color.

Cottage in Lunenburg

Seawind Cottage

4.96 out of 5 average rating, 84 reviews

An open concept living area features vaulted ceilings with exposed beams. Large windows illuminate the space, providing views of the surrounding forest. A modern kitchen with sleek appliances is adjacent to a cozy seating arrangement, which includes a leather sofa and stylish chairs.

Cottage in Chester

Hot Tub, private 10 acres, trails, Woodstove

5 out of 5 average rating, 40 reviews

A modern structure is seen with large windows, allowing natural light to fill the interior. The surrounding area features well-maintained grass and decorative boulders, complemented by trees in the background under a partly cloudy sky. Outdoor furniture is positioned for relaxation.

Cottage in Blockhouse

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