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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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Home in Wolfville

4.88 out of 5 average rating, 305 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.

Cottage in Hubbards

4.98 out of 5 average rating, 198 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

Cabin in LaHave

4.97 out of 5 average rating, 308 reviews

Shackup A-frame— Private Hot Tub & Big Ocean Views

Escape in this vintage inspired 1960’s A-frame near the beach. Facing out to the sea this place offers up some spectacular glamorous vibes. Sip cocktails in front of the iconic fireplace, serve up your dinner on the vintage tableware, soak away the day in the private cedar hot tub, groove to the curated record collection, tuck yourself into the feather bed and dream of morning coffee on the roof top deck. This is an alluring getaway you won’t soon forget. Come fall in love with the love triangle

Townhouse in Chester Basin

4.77 out of 5 average rating, 194 reviews

Tranquility's Equilibrium Too - Oceanside retreat

Welcome to Tranquility's Equilibrium Too! A beautiful 2 bedroom oceanfront townhouse with all the amenities you need for your stay. Nestled between the communities of Chester and Mahone Bay, and located 45 minutes from Halifax, this location is the perfect seaside getaway. Located seconds from Oak Island Resort & Spa, this unit is walking distance to some restaurants, and a short drive to shopping, dining and the communities or Chester, Mahone Bay and Lunenburg. We would be happy to host you

Treehouse in New Germany

4.99 out of 5 average rating, 181 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.

Cottage in Springfield

4.99 out of 5 average rating, 100 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!

Bungalow in Sambro

4.9 out of 5 average rating, 169 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.

Home in Chester Basin

4.95 out of 5 average rating, 116 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!

Cottage in Lunenburg

4.91 out of 5 average rating, 190 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.

Cabin in Windsor

4.94 out of 5 average rating, 104 reviews

Lukie Lodge with Hot Tub in Canyon Point Resort!

Enjoy a relaxing romantic getaway experience at the beautiful Lukie Lodge! Located in Canyon Point Resort, this lovely all season cottage is a 5 minute walk to the private Falls Lake beach. Situated in a peaceful setting with outdoor eating area, hot tub, screened in porch, 2 kayaks for an afternoon of adventure and ample room for relaxation. Fully equipped cabin with all the essentials you need. Enjoy the outdoor fire pit while listening to the sound of nature around you!

Rental unit in North End Halifax

4.91 out of 5 average rating, 125 reviews

The Halifax Pad - Private Patio & Free Parking.

Beautiful Halifax apartment minutes from the waterfront! 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!

Home in Brookside

4.87 out of 5 average rating, 134 reviews

Dreamy Lakefront View Retreat House on Melissa Ave

This romantic cabin is a couples' dream with tranquility that only being on the secluded lake has to offer while being only 10 min from Hali. This dreamy retreat has been in the family for 10 yrs & we're so excited to share our little slice of heaven with those that want an escape to take in a scenic, a moon-lit fire, a mid-day lake swim, a cocktail on the deck or to drop a line in & fish. There's FIBRE internet also.

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Popular amenities for Chester pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in North End Halifax

4.88 out of 5 average rating, 149 reviews

a private oasis

Home in Dartmouth

4.79 out of 5 average rating, 77 reviews

Entire 1-bedroom apartment for 3

Home in Kingston

4.91 out of 5 average rating, 68 reviews

The Dog Pound

Home in LaHave Island

4.77 out of 5 average rating, 124 reviews

Stunning Island Home Above Treetops Near Lunenburg

Home in Mahone Bay

4.95 out of 5 average rating, 96 reviews

Welcome to the Cozy Quilt

Home in North End Halifax

4.87 out of 5 average rating, 52 reviews

Newly renovated house downtown with harbor view

Home in North End Halifax

4.93 out of 5 average rating, 88 reviews

Crows

Home in Terence Bay

4.86 out of 5 average rating, 148 reviews

Back Bay Cottage

Pet-friendly home rentals with a pool

Cottage in Lunenburg

4.86 out of 5 average rating, 44 reviews

2-storey designer cottage - Shobac Farm Gate House

Cottage in Region of Queens Municipality

4.96 out of 5 average rating, 24 reviews

Beachcomber Cottage in White Point Estates

Home in Williamswood

5 out of 5 average rating, 5 reviews

Tranquil Chateau on Moody Lake

Home in Chester

4.91 out of 5 average rating, 46 reviews

2500' | Front HBR | Lap Pool | DT 5 Min Walk | 3BD

Home in Berwick

4.83 out of 5 average rating, 24 reviews

Private, quiet Valley delight!

Home in Nova Scotia

4.9 out of 5 average rating, 41 reviews

The Blue Cottage

Home in Camperdown

Sarty Lakefront Retreat

Home in Halifax

4.83 out of 5 average rating, 77 reviews

Luxury Halifax Waterfront Paradise -Pool & Hot Tub

Private, pet-friendly home rentals

Home in Chester Basin

4.88 out of 5 average rating, 41 reviews

Cottage in the Woods

Guest suite in Fall River

5 out of 5 average rating, 30 reviews

Fall River Inn Suite with Private Drive and Entry

Cabin in West Clifford

4.94 out of 5 average rating, 143 reviews

Little Purple Door

Guesthouse in Head of Saint Margarets Bay

4.94 out of 5 average rating, 462 reviews

Boat House

Guest suite in Prospect

4.93 out of 5 average rating, 42 reviews

Erin's Place. Your home away from home.

Rental unit in Halifax

4.82 out of 5 average rating, 138 reviews

Cozy basement apartment in the West End of Halifax

Guest suite in Timberlea

4.96 out of 5 average rating, 101 reviews

Merganser Guest Suite

Guest suite in Halifax

4.76 out of 5 average rating, 71 reviews

Enjoy this cozy stay in 1 bedroom and living

Quick stats about vacation rentals that are pet-friendly in Chester

Total rentals
20 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
310 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Destinations to explore