Holiday rentals with a pool in Digby County

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Top-rated rentals with a pool in Digby County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious pool deck is surrounded by white lounge chairs with navy cushions, positioned to enjoy sweeping views of the ocean. The inviting pool features clear blue water, and a nearby area is dedicated to recreational activities.
Cottage in Eastport
4.97 out of 5 average rating, 29 reviews

Oceanfront with pool and restaurant amenities

Discover the ultimate oceanfront retreat with our charming 2-bedroom cabin, where breathtaking sunsets and majestic whales are your daily backdrop. Nestled right on the coastline, this cozy cabin offers a perfect blend of rustic charm and modern comforts. Enjoy panoramic ocean views from the pool, a private deck for morning coffee, and evening campfires as the sun sets. Whether you’re seeking a romantic getaway or a family experience, our cabin provides a serene sanctuary with modern amenities.

Top Guest favourite
Loft in Oak Haven
4.98 out of 5 average rating, 220 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 new 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% booking for a week!

Top Guest favourite
A blue single-story house is set within a lush green lawn, surrounded by trees. A picnic table is positioned nearby on the grass, offering a space for outdoor gatherings. The home features a white door and a window, framed by landscaping that enhances the natural setting.
Guest suite in Middleton
4.99 out of 5 average rating, 103 reviews

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.

Top Guest favourite
The exterior of a multi-story house is shown, featuring a well-maintained pool surrounded by manicured landscaping. The pool is set against a backdrop of lush trees and greenery. Sunlight illuminates the outdoor space, emphasizing the blue hues of the house and the clean lines of the architecture.
Home in St. Andrews
5 out of 5 average rating, 5 reviews

Extensive family home with pool

This extensive family house with pool and large grounds sits by beautiful St. Andrews by the Sea. Peaceful and secluded, you can relax by the pool or sip coffee in the sun, minutes from the sea and historic town centre. The house easily accommodates multi-generational groups with its master suite and 5 further bedrooms, 4 bathrooms (+2 guest closets), a well equipped kitchen and generous living space, separate lounge, dining room, utilities and pool house. See our Insta@peacockfarm_standrews

Guest favourite
Home in Victoria Harbour
4.82 out of 5 average rating, 17 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.

Superhost
The exterior of a charming historic home features a combination of grey shingles and white trim, set against a lush green lawn. Large windows allow for natural light, while a stone pathway leads to the entrance. Trees and shrubs surround the property, enhancing its inviting presence.
Home in Smiths Cove
4.86 out of 5 average rating, 7 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.

Superhost
A two-story chalet is set among trees, featuring a wooden exterior and a balcony with an umbrella. The ground level has large windows offering views of the surrounding greenery. A gravel path leads to the entrance, framed by lush ferns and natural landscaping.
Chalet in Summerville Centre
4.8 out of 5 average rating, 10 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.

Top Guest favourite
A spacious home is set alongside the St. Croix River, with a clear view of the water from the property. An inground pool is seen in the foreground, surrounded by a perimeter fence. Trees are visible around the landscaped yard, enhancing the natural setting.
Home in Bayside
4.99 out of 5 average rating, 88 reviews

River's Edge Retreat

Nestled on the bank of the St Croix, River's Edge Retreat is a gorgeous character home 5 minutes from historic St. Andrews-by-the-Sea. Enjoy the privacy of 22 acres, an inground pool, hot tub and ensuite for each bedroom. The beautiful open concept main level has panoramic views of the river and the master bedroom balcony is the perfect spot to watch the sunset with a glass of wine. Host does visit the property for regular maintenance and to access outbuildings.

Guest favourite
Home in St. Andrews
4.88 out of 5 average rating, 8 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!

Top Guest favourite
A serene view of the ocean, with sunlight reflecting off the water. The coastline features a few rocks and sand, bordered by trees. Adirondack chairs are positioned on the shore, inviting relaxation. Gentle hills rise in the distance under a clear blue sky.
Cottage in Chamcook
5 out of 5 average rating, 42 reviews

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!

Guest favourite
A serene sunrise casts golden light across calm waters, creating a mirrored effect. Soft mist lingers above the surface, with gentle reflections of trees and distant buildings visible along the shoreline.
Guesthouse in Granville Ferry
4.85 out of 5 average rating, 201 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 !

Guest favourite
Cottage in Hunts point
4.89 out of 5 average rating, 127 reviews

Relaxing Oceanfront Retreat- private luxury

Surrounded by 4000 square feet of deck and equipped with a large heated pool and a hot tub and a private panoramic dome sauna, this peaceful secluded retreat is the perfect base to explore the best beaches in Nova Scotia or simply get away from it all.Please note that the heated pool is only operational from mid October l -to mid November. (weather dependent) sauna, hot tub and dome are open all year.

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