
Holiday rentals with outdoor seating in Chester
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chester
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Birch tree abode-Bunkie with dry/wet CEDAR SAUNA
Welcome to ‘Birch Tree Abode’. A unique way to unwind after a day in lunenburg county.Situated between Lunenburg and Mahone bay. Minutes from either. This bunkie’ is situated amongst the trees, with comfortable deck to enjoy the beginning/end of your adventures around the South Shore. A beautiful open plan living space, high end bathroom, all rustically finished . 400sq ft-this is slightly larger than a ‘tiny home’, however minimal space 4 storage/luggage ,also note 5.10 ceiling in bedroom area

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

Seaside Escape Studio Suite
Peace and tranquility await in this comfortable sanctuary on Hermans Island (attached to the mainland by a causeway), nestled between Lunenburg and Mahone Bay, a 12 minute drive to either. After a day of local adventure, relax in the quiet comfort of the nautically inspired ground floor studio suite, enjoy deer grazing in the backyard from your private patio or stroll to Lunenburg Yacht Club, only five minutes away, before melting into a blissful sleep in comfortable, cotton bed linens.

Cozy Cottage on South Shore. 30 min from Halifax!
A very cozy and peaceful place to base any vacation on the South Shore out of. Very close to hiking and ATV trails. No visible neighbors from the yard, lots of wildlife. Large parking areas. Interior is a mixture of new and re purposed materials. Appliances are small but functional, all the comforts of home but smaller. Double bed is incredibly comfortable. It is my home that I vacate for guests, and contains some sentimental decorations and items. RYA-2023-24-03271525339628999-1197

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!

Cozy Lakefront Cottage w/ wood stove near Martock
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.

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.

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.

Mahone Bay Ocean Retreat
Your luxury ocean getaway and private spa for two. Private beach access, keyless self check-in. On the beautiful South Shore minutes from town. Cathedral ceilings & epic views. Four seasons. Hot-tub, full spectrum infrared sauna, both indoor & outdoor rainfall showers. Indoor wet room with claw foot tub. Bbq, wireless wifi, chef’s kitchen, wine fridge, AC, wood stove, Netflix, and King size bed with premium linens. A calm, luxurious space flooded with natural light.

A Secluded Lakefront Spectacle
Kick back and relax in this calm, stylish space. This lake side cottage is located minutes from the historic towns of Lunenburg and Mahone Bay. Regardless of which direction you go, there is an abundance of choices. Whether you enjoy outdoor activities such as beaches, hiking, off road and water sports, or would rather site see and dine out, this area offers it all. If relaxing while overlooking the lake is what you would prefer then this is the perfect setting.

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.

OceanFront #12 HotTub Private Deck waterfront BBQ
Take it easy at this unique and tranquil getaway.and a waterfront deck brimming with amenities. Enjoy the comforts of home and beyond with air-conditioning, a fire pit, and more in this private community oasis. Complete with a private pier and boat launch, HOOK'd 12 invites you to experience waterfront living at its finest, just moments away from the heart of Lunenburg village.
Popular amenities for outdoor seating rentals in Chester
House rentals with outdoor seating

Nordic Tides Retreat Sauna & Spa

Buttercup Cottage Lake Mush-a-Mush

Tannery Hideaway

Cozy Riverside Cottage Indoor & Outdoor Fireplace

Den of Zen

Lakefront home with hot tub

Peggy's Cove - Modern Home with Lighthouse View

The Fisherman's Rustic Cottage
Apartment rentals with outdoor seating

Cozy Lakefront Suite outside Halifax

"Cottage Flair" in the Heart of Downtown Dartmouth

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

Lovely 2Bed, 2Bath with Balcony Downtown Halifax

Executive suite in tranquil Bedford.

1 bedroom rental unit in Armdale.

The Green Suite

Historic Downtown Bridgewater – King Bed, Parking
Apartment rentals with outdoor seating

Mahone Bay Condo - Coastal Getaway

Modern Condo in Halifax

Historic Downtown Halifax Condo with Parking

The Cozy-Inn : Two bedrooms

Luxury 2BR Penthouse Apt In Central Halifax!

Heart of Halifax Penthouse w/ Parking and a View!

Prime location on the waterfront in Mahone Bay

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 SGD | $190 SGD | $180 SGD | $185 SGD | $228 SGD | $272 SGD | $333 SGD | $333 SGD | $291 SGD | $271 SGD | $248 SGD | $276 SGD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Chester

Total holiday rentals
Explore 30 holiday rentals in Chester

Nightly prices starting at
Chester holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 1,190 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
30 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!
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- Family-friendly rentals Chester
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- Rentals with outdoor seating Nova Scotia
- Rentals with outdoor seating Canada
- Oak Island
- Rissers Beach Provincial Park
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Conrad's Beach
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach Provincial Park
- Point Pleasant Park
- Ski Martock
- Halifax Public Gardens
- Maritime Museum of the Atlantic
- Halifax Central Library
- Kejimkujik National Park & National Historic Site
- Crystal Crescent Bch Provincial Pk
- Shubie Park
- Fisherman's Cove
- Dalhousie University
- Grand-Pré National Historic Site
- Peggys Cove Lighthouse
- Luckett Vineyards
- Halifax Waterfront Boardwalk
- Big Mushamush Lake
- Museum of Natural History




