Holiday houses in Pennfield

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Top-rated holiday rentals in Pennfield

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

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Top Guest favourite
The exterior of the contemporary waterfront home features a blue-grey facade and an array of large windows. A deck with seating overlooks the landscaped yard adorned with greenery and flowers, providing a welcoming entrance to the property. The surrounding trees enhance the natural atmosphere.
Home in Chamcook
4.99 out of 5 average rating, 104 reviews

The Shorebird - ocean views & beach - St Andrews

Enjoy panoramic ocean views from a contemporary waterfront home. Wake up with the sunrise over Passamaquoddy Bay (Bay of Fundy). Spend the day beach combing or just sitting on the deck and watching the tide. At night, get cozy with Netflix in our upstairs entertainment area or have an outdoor fire & star gaze. Drive 10 min to St. Andrews/35 min to New River Beach. Perfect for multiple couples, families, working remote, holiday gatherings or girls getaway (+ divers’ and bird watchers’ delight!).

Top Guest favourite
Loft in Oak Haven
4.98 out of 5 average rating, 210 reviews

Safe Haven loft Waterfront with Kayaks & Hot Tub

Cute coastal, apartment on the scenic tidal Oak Bay. Relax outside & 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 (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, pergola, hottub (avail May1-Nov1) , Coffee/tea. Plans for a heated Pool coming July 2026!

Top Guest favourite
A historic building exterior is displayed, featuring vibrant yellow and blue paint. Two flower baskets hang by the bright blue door, enhancing the colorful facade. The entrance is flanked by large windows, emphasizing the building's architectural character.
Apartment in Saint John
4.89 out of 5 average rating, 444 reviews

Cozy 1 br in the heart of the city Private balcony

This updated unique unit, is located on the third floor of a multi-unit historic building (no elevator). Queen-size bed, full kitchen, bathroom, a private small patio for some fresh air anytime of the year. Portable air conditioner May to October. 5-12 minute walking distance to cafes, restaurants, pubs, galleries, shops, the boardwalk, bus stops, TD Station, & Imperial Theatre. Driving: 8 min to the ferry, 8 min to the Regional Hospital, 16 min to the airport (YSJ), 3 min to the highway.

Top Guest favourite
A tiny house, nestled in a snowy landscape, features a wooden exterior with large windows. A set of stairs leads to the entrance, while skis are positioned to the side. Surrounding trees are frosted with snow, creating a serene winter setting.
Tiny home in Saint John
4.99 out of 5 average rating, 199 reviews

Private Tiny House in the Woods with Gazebo

Experience tiny house living in this custom 8’x28’ tiny house on wheels in a private, wooded setting. Enjoy a BBQ, a bonfire, lounge in the gazebo or the hanging cocoon tent, all while being immersed in the sights and sounds of nature. This is your place to relax and reconnect. There are serene trails through the woods to explore and a beautiful, clear brook to splash in. Once you’re here, you’ll feel yourself relax. Conveniently located less than 15 minutes from all amenities.

Top Guest favourite
A spacious dining area features a live-edge wooden table surrounded by black chairs. A decorative chandelier hangs overhead. Natural light enters through a window, illuminating kitchen appliances, including a modern refrigerator and microwave, positioned against dark walls. A bowl of oranges is centered on the table.
Apartment in Saint John
4.98 out of 5 average rating, 398 reviews

Bayshore Get-Away

Newly renovated unit in west Saint John, walking distance to Bayshore Beach and Martello Tower with a view of the Bay of Fundy. Minutes from the Digby-Saint John ferry terminal, Irving Nature Park, and downtown, with several restaurants, pubs boutique shops and the historic City Market. Features electric fireplace, live-edge dining table and breakfast bar, treadmill and light gym equipment, and heated bathroom floor. The unit is steps away from a walking trail along Bay Shore.

Top Guest favourite
A water view captures a spacious property along the shoreline, surrounded by greenery. Smooth stone beaches extend towards the property, while a wooden deck and large windows are visible, indicating a welcoming space to relax and enjoy the scenic surroundings.
Apartment in Bayside
4.93 out of 5 average rating, 135 reviews

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

Top Guest favourite
A balcony is shown, featuring a lounge chair positioned for a view of the waterfront. A wooden railing encompasses the space, while a vast expanse of calm water and distant boats are visible. The scene is framed by surrounding greenery and rooftops of nearby buildings.
Cottage in St. Andrews
4.98 out of 5 average rating, 169 reviews

Gull's Landing Guest Cottage

We are located in the heart of downtown St. Andrews, and free parking is provided for you. No need to drive anywhere! Everything is within walking distance. Whatever you are looking for, we have! Restaurants, pubs, pharmacy, grocery store, liquor store, boutiques, hardware store, recreational activities, whale watching, kayaking, bike tours, ghost tours, museums, kids activities, etc. The list goes on and on! Hope to see you this soon!

Guest favourite
A wooden deck features two black and two gray lounge chairs, positioned near low planters with lush greenery. The wall behind is partially covered with climbing plants, and large windows allow natural light into the space.
Apartment in Chance Harbour
4.96 out of 5 average rating, 183 reviews

Driftwood Landing | Cosy Private Basement Suite |

Enjoy a comfortable private basement suite in a family home, with an open bedroom-living room space and full private bathroom. Chance Harbour is a lovely area, perfect for people to hike in the woods or relax on the beach. *20 min drive to Saint John *15 min drive to New River Beach Provincial Park *40 min drive to KŌV Nordic Spa *50 min drive to Saint Andrews and to Saint Stephen Canadian/US border Insta @driftwood_landing

Top Guest favourite
Apartment in Saint John
4.92 out of 5 average rating, 337 reviews

Entire private homey apartment West Saint John

Bright, spacious apartment on Saint John's West Side, within walking distance to Bayshore Beach and Martello Tower, and just minutes from the Digby-Saint John ferry, Irving Nature Park, and downtown. Enjoy nearby restaurants, shops, and trails. This newly renovated upstairs duplex features two bedrooms with 2 queen beds and a living room, comfortably accommodating up to 4 guests.

Top Guest favourite
A private deck offers a scenic view of the St. George Basin and its surrounding greenery. Sunlight reflects off the calm waters, framed by lush trees and distant hills. The wooden railing adds a rustic touch, enhancing the serene outdoor space.
Guest suite in St. George
4.91 out of 5 average rating, 116 reviews

River View Retreat

Relax on your private deck over looking the Eagles Nest on the famous St. George Gorge and Basin. Walking distance to restaurants, shops, (restaurants, and pub close at 9pm) walking / Biking trails, the St. George falls. Short drive to fresh water and salt water beaches, places to put your kayaks in. Close to St. Andrews by the sea, New River Beach, golfing and the U.S border.

Guest favourite
A rustic cabin is nestled among lush greenery, showcasing a metal roof and log construction. Outdoor amenities include a picnic table, a barbecue grill, and seating around a fire pit. A hot tub is also visible, inviting relaxation in a tranquil setting.
Cabin in Perry
4.9 out of 5 average rating, 104 reviews

The Healing Shack - Escaping your Trappings

Experience an authentic trappers cabin in Maine built in the 1800’s with this unique and tranquil getaway. Private yet within 5 minutes walking distance to the ocean and 2 minute drive to a beautiful lake with boat access. Spacious area for outdoor activities, where children could pitch a tent while the adults enjoy the romantic comforts of a hand hewn cabin.

Top Guest favourite
Dome in Saint Patrick Parish
4.96 out of 5 average rating, 159 reviews

Welcome to Glamper’s Dream - Luxury Dome

Enjoy all the elements of nature that is provided in this unique and cozy, year round retreat. With a stargazing loft and a panoramic window, your senses will be stimulated visually. Our private luxury dome has all the comforts of home and more. This perfect escape is just what your soul is craving, come unplug, unwind and enjoy this unique experience.

Popular amenities for Pennfield holiday rentals

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  4. Charlotte County
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