
Holiday rentals with outdoor seating in Chester
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Chester

Total holiday rentals
Explore 40 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at €96 per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Chester holiday rentals include wifi 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!
Top-rated rentals with outdoor seating in Chester
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Luxury Tiny Home Retreat w/ Hot Tub Near Chester
A Modern Shipping Container Retreat Tucked away in Chester NS walking distance from nine mile lake, this sleek and stylish tiny home offers big comfort in a compact space. Featuring a cozy interior, outdoor seating, and all the essentials for a peaceful getaway. Unplug, unwind and experience container living like never before. ☆ Brand New Shipping Container 320 sqft tucked away in Chester NS. Nordic spa, Ski Martock, golf ☆ Hot tub ☆ Fully equipped Kitchen, Tea and coffee ☆ Wifi ☆ Large TV

Chester Oceanfront Luxury Villa
Welcome to Skipper Hill, where you will find this stunning villa nestled in the corner of the community, on a 178' oceanfront lot! Enjoy being 10 minutes from both SENSEA Nordic Spa, and Chester Village - where you'll find a selection of restaurants, cafes, and shops sure to please any discerning traveller. Our villa was professionally built and decorated in 2020, thoughtfully prepared for both short and long stays. You'll love the uninterrupted ocean views, countless windows capturing the ocean

East Coast charm, cabin and hot tub by the river
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. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

Spacious Lakefront Cottage Retreat
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.

Studio Apt at Cove Cottage Eco Oasis
Cove Cottage is a lakefront eco-retreat tucked into the woods, 45 mins from HRM. We vibe with nature. Walk the boardwalk, sit lakeside enjoying the views, feed the chickens, wander the gardens, go kayaking or swimming. We are scent free & all natural with 100% cotton bedding Your stay includes a DIY Breakfast bar: Pancakes, syrup, rolled oats & of course coffee and tea Studio Suite is an Apartment here in our main building, more detail ⬇ TT, IG & FB: covecottageecooasis

The Oasis on Blueberry Lane
Welcome to your private lakefront escape in Chester Grant. Swim from the dock on a warm, swimmable lake, paddle at sunrise, and soak in the hot tub beneath star-filled skies. Gather around indoor and outdoor wood fires in every season, then head inside for pool tournaments and spacious, comfortable living designed for connection and relaxation. Just 10 mins to Sensea Nordic Spa and 30 mins to Ski Martock, the perfect four-season retreat for families and friends year-round.

Oceanfront #6 Hot tub sun sets huge deck BBQ 2 bed
Nate’s Nest is super close to the Historic town of Lunenburg Huge deck outdoor living Hot tub, Sun Sets Waterfront Ocean views quite charming unit with 2 baths modern kitchen & Den for friends to visit. HOOKd home Nestled in a very rare community lil HOOK Properties inclusive of a private pier boat launch and like minded people who enjoy living on the water A water lovers dream Wake up to sparkly water shimmering into your windows or enjoy star gazing in the hot tub.

Moss Cottage on the Lake
Moss Cottage can be your getaway only 45 minutes from Halifax and a few kilometers from the village of Chester on Nova Scotia's beautiful south shore. It's your choice to take in the many local sights, shop in towns and villages that dot the coastline, sail, play golf or stretch out on any number of beaches -- all within easy driving. Or, perhaps you'd prefer to stay put at Moss Cottage for a lovely chance at solitude and a dip in our crystal clear, spring fed lake.

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.

Glamping Dome 1 SeaSpray
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 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.

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath
Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Koko Bay: Glamping, where glamour meets nature!
Escape the ordinary at KoKo Bay—an adults-only glamping retreat near Hubbards! Sleep in luxury, wake to ocean breezes, and stargaze by the fire. With epic views, fine linens, and direct access to Rails to Trails, it’s the perfect mix of wild and wonderful. Beach days, bike rides, and total unplugged bliss await. Romantic, peaceful, and unforgettable. (Yes, nature’s guests—bugs & critters—may drop by!!) it's part of the magic!
Popular amenities for outdoor seating rentals in Chester
House rentals with outdoor seating

Back Bay Cottage

Salt & Tide Ocean Retreat

Millet Lake House • Hot Tub • Sandy Beach

Lakeview Cottage | Fox Point Lake | Hot tub/Kayaks

the Escape - A Private Oceanfront Getaway

Little Pink Cottage

Charming Ocean Retreat

Seacliff - Luxury Waterfront Paradise - Pool & Spa
Apartment rentals with outdoor seating

“Fox Hollow Retreat I” - Cozy, Quite and Clean

Spacious Lakefront Suite outside Halifax

Beautiful ocean front couples getaway

The Green Suite

Scenic Lakefront Suite with Private Jacuzzi

Downtown oasis-with private hot tub! Sleeps 4.

Historic Downtown Bridgewater – King Bed, Parking

Heart of Downtown Halifax II
Apartment rentals with outdoor seating

Heart of Halifax Penthouse w/ Parking and a View!

Historic Downtown Halifax Condo with Parking

Central Halifax 3 bedrooms elegant apartment

Prime location on the waterfront in Mahone Bay

Mahone Bay Condo - Coastal Getaway

Luxury 2BR Penthouse Apt In Central Halifax!

Downtown 2 Bedroom Newly Renovated Condo

2 Bedrooms 2 Bath downtown Condo with water view
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €191 | €192 | €189 | €128 | €158 | €188 | €230 | €230 | €201 | €187 | €172 | €191 |
| Avg. temp | -6°C | -6°C | -2°C | 4°C | 10°C | 14°C | 17°C | 17°C | 14°C | 9°C | 4°C | -2°C |
Destinations to explore
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Moncton Holiday rentals
- Charlottetown Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Bangor Holiday rentals
- Dartmouth Holiday rentals
- Ellsworth Holiday rentals
- Dieppe Holiday rentals
- Cape Breton Island Holiday rentals
- Gaspé Holiday rentals
- Cottage rentals Chester
- House rentals Chester
- Cabin rentals Chester
- Family-friendly rentals Chester
- Pet-friendly rentals Chester
- Rentals with a washing machine and dryer Chester
- Rentals with beach access Chester
- Rentals with a fireplace Chester
- Rentals with a patio Chester
- Rentals with outdoor seating Nova Scotia
- Rentals with outdoor seating Canada
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Dalhousie University
- Halifax Citadel National Historic Site
- Lawrencetown Beach Provincial Park
- Kejimkujik National Park & National Historic Site
- Halifax Waterfront Boardwalk
- Conrad's Beach
- Rainbow Haven Beach
- Long Lake Provincial Park
- Maritime Museum of the Atlantic
- Point Pleasant Park
- Shubie Park
- Big Mushamush Lake
- Canadian Museum of Immigration at Pier 21
- Halifax Public Gardens
- Luckett Vineyards
- Halifax Central Library
- Grand-Pré National Historic Site
- Ski Martock
- Peggys Cove Lighthouse
- Halifax Seaport Farmers' Market
- Crystal Crescent Bch Provincial Pk





