House vacation rentals in Chester
Find and book unique houses on Airbnb
Top-rated house rentals in Chester
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester house rentals
House rentals with a pool
Home in Nova Scotia
4.88 out of 5 average rating, 33 reviewsThe Blue Cottage
Home in Mahone Bay
5.0 out of 5 average rating, 28 reviewsStylish Modern Home W/ hot tub, pool and privacy!
Home in Hunts Point
5.0 out of 5 average rating, 14 reviewsWhite Point Panoramic Ocean View
Home in Ingramport
4.96 out of 5 average rating, 23 reviewsLand Yacht with Private Indoor Pool
Home in Upper Tantallon
4.92 out of 5 average rating, 76 reviewsBeautiful new 6 bedroom lakehouse close to Halifax
Home in Windsor
5.0 out of 5 average rating, 35 reviewsComfort & Relaxation
Home in Pentz
4.94 out of 5 average rating, 64 reviewsRiverhouse in Pentz
Home in Kingston
4.82 out of 5 average rating, 57 reviewsHeritage Cape, 2 Fireplaces, Hot Tub, Pool, 5 Beds
Weekly house rentals
Home in Hunt's Point
4.84 out of 5 average rating, 192 reviewsHunt's Point Beach House ( Summerville-Liverpool)
Home in Indian Harbour
4.95 out of 5 average rating, 111 reviewsOceanfront Guest House near Peggy's Cove
Home in Aylesford
4.98 out of 5 average rating, 162 reviewsThe Gatehouse at Maple Brook
Home in Port Medway
4.97 out of 5 average rating, 154 reviewsPrivate, Tranquil & Spacious Waterfront Oasis
Home in Chester
5.0 out of 5 average rating, 43 reviewsCharming three bedroom century home In Chester
Home in Western Shore
5.0 out of 5 average rating, 50 reviewsLittle Pink Cottage
Home in Chester
4.78 out of 5 average rating, 49 reviewsRelaxed Chester home walking distance to town
Home in Chester
5.0 out of 5 average rating, 17 reviewsHome in the Heart of Chester
Private house rentals
Home in Chester
4.93 out of 5 average rating, 14 reviewsThe Carriage House
Home in Mahone Bay
5.0 out of 5 average rating, 7 reviewsLake house on Little Mush Mush
Home in Chester Basin
4.94 out of 5 average rating, 89 reviewsThe Oasis on Blueberry Lane
Home in Chester Basin
5.0 out of 5 average rating, 9 reviewsStorybook coastal farmhouse with ocean access
Home in Lunenburg
5.0 out of 5 average rating, 15 reviewsOn the "Rocks"
Home in Boutiliers Point
5.0 out of 5 average rating, 26 reviewsSecret Beach House
Home in Lunenburg
5.0 out of 5 average rating, 22 reviewsBed & Bouquet
Home in Port Medway
5.0 out of 5 average rating, 36 reviewsthe Escape - A Private Oceanfront Getaway
Quick stats about house rentals in Chester
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
470 reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- Lunenburg Vacation rentals
- Dartmouth Vacation rentals
- Wolfville Vacation rentals
- Truro Vacation rentals
- South Shore Vacation rentals
- Mahone Bay Vacation rentals
- Bedford Vacation rentals
- Annapolis Valley Vacation rentals
- Tatamagouche Vacation rentals
- Bridgewater Vacation rentals
- Halifax Vacation rentals
- Moncton Vacation rentals
- Treehouse rentals Canada
- Townhouse rentals Canada
- Beach house rentals Canada
- Lakehouse rentals Canada
- Lighthouse rentals Canada
- House rentals Canada
- Tiny house rentals Canada
- Earth house rentals Canada
- Guesthouse rentals Canada
- House rentals Halifax
- Townhouse rentals Halifax
- Guesthouse rentals Nova Scotia
- Tiny house rentals Nova Scotia
- House rentals Nova Scotia
- Townhouse rentals Nova Scotia
- Guesthouse rentals Nova Scotia
- Tiny house rentals Nova Scotia
- House rentals Nova Scotia
- Townhouse rentals Nova Scotia
- House rentals Downtown Halifax
- Monthly Rentals Chester
- Cottage rentals Chester
- Rentals with a washer and dryer Chester
- Rentals with outdoor seating Chester
- Family-friendly rentals Chester
- Rentals with a fireplace Chester
- Rentals with beach access Chester
- Rentals with a patio Chester
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes