
Vacation rentals with a pool in Digby County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Digby County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Elegant home away from home - Valley View
Away from it all and under the stars. This modern unit offers a relaxing, quiet experience. Conveniently located just off Hwy 101, close to amenities and the famous Bay of Fundy (highest tides in the world). Enjoy your own semi-private space in our backyard with a stunning view of the valley. See the sunrise while sipping your coffee, splash in the pool on hot days and have your BBQ at the picnic table. Look at the stars while the firepit keeps you cozy or snuggle up inside on those rainy days.
4.97 out of 5 average rating, 118 reviews
Safe Haven loft: Waterfront, Hot Tub, Pool, Kayaks
Cute apt on the tidal Oak Bay. Relax, enjoy the views & watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area. Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All newer memory foam mattresses. Includes use of beach, canoes & kayaks, BBQ, fire pit w/wood, lawn chairs, pergola, new hard body hottub, Coffee/tea, new heated/salt water Pool (pool open June thru Sept) Save 20% book for a week!
4.98 out of 5 average rating, 233 reviews
Fundy Bay Coastal Estates – Annapolis Valley
Perched atop cliffs in Victoria Harbour, Fundy Bay Coastal Estates offers luxurious private oceanfront living with breathtaking 180° views of the world-famous Bay of Fundy. This retreat boasts expansive living areas, modern amenities, a games room with pool table, indoor lane pool, & relaxing outdoor hot tub overlooking the ocean. Just minutes away: charming Wolfville, award-winning Annapolis Valley wineries, hiking trails, Harbourville Fish Market, & top golf courses like Lookoff & Blomidon.
4.88 out of 5 average rating, 24 reviews
The Winchester House, c. 1862
Welcome to The Winchester House, a beautifully restored historic home nestled in the seaside village of Smiths Cove, NS. With timeless charm and all the modern amenities you need for a comfortable stay, this renovated gem is the perfect retreat for relaxation, exploration, and a taste of maritime history. Steps from the beach and breathtaking views of the Annapolis Basin. Just minutes from the historic towns of Annapolis Royal and Digby, this house is a perfect base for exploring the region.
4.86 out of 5 average rating, 14 reviews
4 Bedroom Coastal Charm by the Bay
Coastal Charm: Your Bayside Retreat Awaits! Embrace nature's beauty at our 4-bedroom bayside apartment. With breathtaking bay views, modern amenities, and a private balcony, our serene retreat offers a cozy escape. Indulge in coastal walks and local culture. Our fully equipped kitchen is a delight. Complete with modern appliances and ample counter space, preparing meals becomes an absolute pleasure. Gather around the elegant dining table, placed to ensure every meal is savored. Book now!
4.74 out of 5 average rating, 39 reviews
Seaside Escape - Ocean Cottage and Beach Cabin
A one-of-a-kind oceanfront retreat, this newly renovated 2 bedroom home with pool, offers acres of woodland and 650' of private shoreline. In addition, enjoy the magical beachfront cabin. Wake up to the sound of surf, seagulls and seals. The sandy beach is perfect for kayaking, swimming and exploring. Sunsets are magical. A 10 minute drive to the historic town of Lockeport with cafes, general and liquor stores, tennis and pickle ball courts and home to the world famous Crescent Beach.
4.88 out of 5 average rating, 8 reviews
Chalet 5 - Lighthouse Lookout
Designed and built by the host in 1997; guests can enjoy this entire 700sf post & beam single floor chalet. The spacious main floor includes an open concept kitchen and living room area with a deck and BBQ. The bedroom with queen bed is located at the back of the cottage next to the full bathroom complete with shower and corner whirlpool tub. From the kitchen and deck enjoy scenic views of Port Mouton Bay Lighthouse and Carters Beach. Great location to walk the beach, surf, or just relax.
4.81 out of 5 average rating, 16 reviews
Cozy Hideaway at the Cove
Bring the whole family to this private retreat with lots of room for fun. With a 24 ft Heated Pool, a 7-seater Hot Tub, and a Trampoline, there's something for everyone. Parents can relax with a fully fenced in yard and plenty of room to run. Spacious indoor and outdoor areas for entertaining! Four Bedrooms (and Two Bathrooms) offer places for the whole family to sleep. Fully stocked kitchen with all the amenities: come, stay, relax, and join us for a full resort feel!
4.9 out of 5 average rating, 20 reviews
Chalet 1 - Ocean View
Designed and built by the host in 1993; guests will have access to the entire 1200sf post & beam chalet-style beach house. The spacious downstairs includes a full kitchen and living room area with a deck and BBQ. The second story has two bedrooms, each with a double and queen bed. The front bedroom includes a balcony offering scenic views of Summerville Beach and Port Mouton Bay. Great location to walk the beach, surf, explore the area or just relax
4.69 out of 5 average rating, 16 reviews
Relaxing 2-Bedroom Riverside Stay
Escape to our cozy 2-bedroom cottage at Upper Clements Cottages & RV Park. Perfect for families, couples, or friends, the cottage features a fully equipped kitchen, comfortable living space, private bathroom, Wi-Fi, and everything you need for a relaxing stay. Surrounded by nature and just minutes from Annapolis Royal, it's the perfect home base for exploring Nova Scotia's beautiful Annapolis Valley. Don't forget to add the Spa Package to your stay!
New place to stay
Luxury Oceanfront Cottage near St. Andrews
Leave your worries behind and retreat to the Salty Maiden, a modern 2 bedroom cottage tucked away on the Passamaquoddy Bay just 10 minutes from historic St. Andrews By-the-Sea. The ultimate private escape, this 5 acre oceanfront property sleeps 4 guests. Seasonal pool, all-season hot tub and sauna offer endless fun and relaxation options. Let the sea air restore your body, mind and spirit. The Salty Maiden awaits!
5.0 out of 5 average rating, 43 reviews
Water's Edge Cottage - a nature & artist haven
Wake up to a beautiful sunrise .... across the waters of historic ANNAPOLIS ROYAL. All the conveniences plus HOT TUB & SWIMING POOL privileges. Close to town - 20 min walking, or 5 min cycling. View the spectacular changes of the BAY of FUNDY tides from your window. Swim in the pool, or the ocean (at high tide).... or relax in the sun or shade in our waterfront gardens, our little piece of PARADISO !
4.85 out of 5 average rating, 220 reviewsPopular amenities for Digby County rentals with a pool
House rentals with a pool

Fundy Bay Coastal Estates – Annapolis Valley
4.88 out of 5 average rating, 24 reviews
The Winchester House, c. 1862
4.86 out of 5 average rating, 14 reviews
Cozy Hideaway at the Cove
4.9 out of 5 average rating, 20 reviews
Seaside Escape - Ocean Cottage and Beach Cabin
4.88 out of 5 average rating, 8 reviews
Strathview Villa
4.8 out of 5 average rating, 5 reviewsOther vacation rentals with a pool

Safe Haven 2 Waterfront with Kayaks, 2 bdr apt
5.0 out of 5 average rating, 36 reviews
Chalet 4 - Bayview
4.75 out of 5 average rating, 12 reviews
The Sun and Sky Cabin #2
4.67 out of 5 average rating, 6 reviews
Cozy Glamping Tent Retreat
5.0 out of 5 average rating, 4 reviews
Cozy Little Cabin
4.5 out of 5 average rating, 14 reviews
The Sun and Sky Cabin
4.75 out of 5 average rating, 4 reviews
1 Bedroom 40ft Trailer Cabin
3.67 out of 5 average rating, 3 reviews
Cozy Dome in Middleton
3.25 out of 5 average rating, 8 reviewsDestinations to explore
- Boston Vacation rentals
- Quebec City Vacation rentals
- Portland Vacation rentals
- Salem Vacation rentals
- Halifax Vacation rentals
- York County Vacation rentals
- Bar Harbor Vacation rentals
- Cambridge Vacation rentals
- Old Orchard Beach Vacation rentals
- Moncton Vacation rentals
- Plymouth Vacation rentals
- Provincetown Vacation rentals
- Rentals with lake access Digby County
- Rentals with a hot tub Digby County
- Waterfront rentals Digby County
- Cabin rentals Digby County
- RV rentals Digby County
- Rentals with breakfast Digby County
- Beachfront rentals Digby County
- Bed and breakfasts Digby County
- Rentals with a kayak Digby County
- Tiny house rentals Digby County
- Pet-friendly rentals Digby County
- House rentals Digby County
- Family-friendly rentals Digby County
- Cottage rentals Digby County
- Rentals with beach access Digby County
- Apartment rentals Digby County
- Guesthouse rentals Digby County
- Rentals with pools Nova Scotia
- Rentals with pools Canada





