Family-friendly holiday rentals in Chester

Stunning Island Home Above Treetops Near Lunenburg

SkyView on LaHave Island is car-accessible, built on the highest point of a gorgeous island like a castle on a hill. A 2-story atrium, multiple large windows and skylights reveal spectacular 360-degree views of picturesque coves, a sprawling bay and the vast Atlantic. Enjoy lounging outside on 3 decks with glass panels. High-speed Internet. 5 mins from Crescent Beach swimming, 7 mins from mainland activities on Lighthouse Route, 40 mins to Lunenburg. See our video on Youtube. A phenomenal spot!

Charming Ocean Retreat

Perched on a hill overlooking the Aspotogan Cove, this lovingly restored 150-year-old family home offers everything you might need for a relaxing peaceful retreat. The backyard opens onto four acres of trails - perfect for mountain biking and hiking - and Bayswater Beach, one of the exquisite beaches on the South Shore, is only five minutes away. The beautifully appointed chef’s kitchen invites culinary play, and an extensive collection of games, books and movies will keep you well entertained.

Scotch Cove Retreat

Scotch Cove Retreat is our beautiful seaside cottage on the south shore of Nova Scotia in Mahone Bay. It has tons of spaces, gorgeous ocean views, "pool hall", artist's studio, and private dock on Scotch Cove only minutes away from hiking trails and the sweet town of Chester. It's perfect for a relaxing time with family and close friends. (Gatherings are now limited to 16 by Airbnb.) We've put a lot of work into this space and think it has a lot of heart and character. We hope you like it too!

Knotty Pine Cottage - cozy lakeside getaway!

Welcome to Knotty Pine Cottage - the perfect place to relax and enjoy nature. This 2-bedroom, 1 bathroom cottage has everything you need for your year-round getaway. Located in beautiful Chalet Hamlet, a private quiet cottage community that offers a relaxing retreat from the busy pace of everyday life. Beautiful Armstrong Lake is across the road, as is the community swimming area and boat launch. Knotty Pine Cottage is located 10 minutes from Martock/OnTree, and 20 minutes from Windsor.

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!

Sweetwood Farm Sweet Cottage - Hottub Goats Nature

Retreat to a beautiful heritage farm sanctuary. Popular for SenseaSpa, nr Mahone Bay/L'burg/Bwater. Charming studio cottage (1room), less than 1hr to Halifax. Perfect for touring, romantic getaway or solo/friend escape - unwind & recharge. BBQ, firepit, Wifi/smartTV, AC. *No pets - cuddle our 35 pet goats instead! Comp Hottub for winter (small $ other seasons). Optional woodfired pizza oven, charcuterie, cheesemaking class & more. *Ask for a pkg price (see below for add-ons pricing).

Ocean View Loft Overlooking Harbour

Explore the unique UNESCO heritage town in this bright, loft style apartment. You won't miss any of the action sitting on the large, sunny deck overlooking Lunenburg Harbour & the Bluenose II. Whether it's the comings & goings of the majestic schooners; the dory or sailboat races; the arrival of new vessels which have come from afar; or simply the daily activity of the harbour; everything happens on the Bluenose wharf.

Ocean Front Home Chester Basin

Mini Home private Quiet area with ocean view. Large Deck Everything you need dishes, pots pans, washer and dryer, dishwasher, One double bed, one queen size bed, 2 full bathroom Master Bathroom with shower, Bathroom 2 regular tub/shower. Pets are welcome if the humans are well behaved. Halifax 45 minutes, 10 minute to Chester, 15 minutes to New Ross, or Town of Mahone Bay, Lunenburg 25 minute, Airport Halifax 1 hour ,

Beautiful ocean front couples getaway

A one bedroom self contained unit with full bathroom, kitchen, dining area, open/bright living room, with TV, internet, WiFi, & cable. Private entrance,parking, private courtyard with outdoor kitchen, beach and fire pit. A great place to relax or romantic getaway. A perfect well appointed unit perfect for two. Sit by the fire table or enjoy the ocean view.