Family-Friendly rentals near Oak Island

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals near Oak Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Chalet in Windsor

4.99 out of 5 average rating, 161 reviews

Luxury Lake Home on Falls Lake with woodstove

★ Enjoy the peace & comfort of this bright 4 season luxury vacation home nestled in a private lakeside forest on Falls Lake just 60 min. from Halifax. Our rustic lake home is fully equipped, central air conditioned, comfortably furnished & features a beautiful granite kitchen with breakfast bar, new appliances & 2 full bathrooms. It overlooks pristine Falls Lake & features a fire pit, dock, swim raft, 2 canoes, 2 kayaks, 2 paddle boards, row boat & lots of life jackets; 20 min. from Ski Martock!

Guest favorite

Home in LaHave Island

4.78 out of 5 average rating, 129 reviews

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!

Guest favorite

Home in Hubbards

4.96 out of 5 average rating, 201 reviews

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.

Guest favorite

Cottage in Chester

4.95 out of 5 average rating, 146 reviews

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!

Guest favorite

Apartment in Lunenburg

4.81 out of 5 average rating, 140 reviews

Romantic Waterfront Retreat in Downtown Lunenburg

Quiet and Smoke-free Accommodations. We are located In the most prized location in Lunenburg, right on the waterfront street. It does not get any better! A stones throw away from the famous ship, the Bluenose 2 and adjacent to the Fisheries Museum and the famous Lunenburg Wharf. This bright airy apartment is available for your visit to the south shore. The skylights make it the perfect space to lay back and look at the stars. Please note we do not accept pets due to severe host allergies.

Guest favorite

Cottage in Windsor

4.92 out of 5 average rating, 314 reviews

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.

Top guest favorite

Home in Chester Basin

4.95 out of 5 average rating, 133 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!

Superhost

Farm stay in Blockhouse

4.8 out of 5 average rating, 520 reviews

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).

Guest favorite

Apartment in Halifax

4.84 out of 5 average rating, 244 reviews

Charming Historic apt

Built in 1894, this beautifully renovated one bedroom apt has lots of character and is equipped with all of the essentials. It is self contained with a separate entrance. Enjoy the convenience of the North End - walking distance to amazing cafes, markets and restaurants. We live upstairs and go to work early, so we ask that our guests are quiet. We do not have a driveway. You can get a parking permit to park on the street day and night by visiting the HRM parking link

Guest favorite

Cottage in Hubbards

4.93 out of 5 average rating, 168 reviews

Cleveland Beach Cottage

Beautiful Cleveland Beach Cottage overlooking the ocean in St. Margaret's Bay with white sandy beach 250 yards away and outdoor hot tub for 2! Updated, clean and bright with new flooring in main areas and newly renovated bath 2025!. Large windows in great room with full water views of picturesque St. Margarets Bay. Enjoy the inspiring sound of rolling waves, amazing sunrises and colours of sunsets are reflected on the water. Smell the ocean breeze... New STR #STR2425D7182

Guest favorite

Loft in Lunenburg

4.88 out of 5 average rating, 199 reviews

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.

Guest favorite

Bungalow in Chester Basin

4.98 out of 5 average rating, 105 reviews

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 ,