Family-friendly holiday rentals in Gouldsboro

Maine Country Home Young

Take it easy at this unique and tranquil getaway. This little country home sits in town in the fishing village of Winter Harbor, Maine. Explore Schoodic Point, a part of Acadia National Park, while hiking, fishing, bicycling, kayaking, and picnicking at Frazer Point.Several area restaurants are within walking distance and serve up Maine traditional fare.Want to enjoy Bar Harbor as well? Take the ferry from the marina and experience sea life such as dolphins, seals, or a bald eagle on your trip.

Indoor spaces · Family · Comfort

Downtown Bar Harbor Convent, beautifully restored!

Saint Edwards Convent, built in 1908 and on the National Register of Historic Places! Come stay in one of the only examples of Jacobethan architecture in the United States! Used to be the museum and has a fully equipped chapel and confessional, with historic stained glass windows and beautiful architectural details! Just underwent complete restoration where every detail was considered! Right in the heart of downtown Bar Harbor and close to dining, shopping, and Acadia National Park! VR2R26-276

Indoor spaces · Kitchen · Bathroom

The Adventure House

The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.

Kitchen · Family · Condition

The Cottage

A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short trail brings you from the cottage to the salt water. We grow organic mixed veggies and fruit, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. Our farm store that is open everyday except Tuesdays, Thursdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh and salt water.

Family · Indoor spaces · Outdoor spaces

A By the Bay: Modern Outdoor Serenity

A by the Bay: A Coastal Sanctuary in Down East Acadia Nestled among pines near Gouldsboro Bay, A by the Bay is a modern retreat designed for tranquility. Created by my husband and I, it invites guests to unplug and reconnect with nature. Floor-to-ceiling windows frame stunning views, while curated outdoor spaces offer serenity. Located in a Dark Sky Zone, it's perfect for stargazing. Whether on the deck or under the stars, A by the bay is a peaceful haven for nature lovers. Welcome to Acadia.

Family · Kitchen · Getting around

Stylish ocean-view home on Acadia's Schoodic Loop

This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.

Family · Kitchen · Bathroom

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Family · Indoor spaces · Pets

Enchanting waterfront home on serene 15 acres

"The Wells " is a true 3 season getaway. Tucked at the waters edge on 15 acres, you truly feel you have escaped into your own little piece of Maine paradise. The house is situated on the edge of serene West Bay with views of the water throughout. 2 private decks and a large screened in porch a fire pit and a shirt walk to the waters edge make for easy summer living. For the adventurous, 2 kayaks are available for exploring serene West Bay.

Indoor spaces · Family · Location

Shore Haven - Oceanfront Home in Corea by the Sea

Peak Season (July & August 2027): Weekly rentals only, Sunday arrival/departure. Enjoy this charming cedar-shingled cottage with 1,850 sq. ft. of single-level living. Features include an open-concept kitchen, dining, living, and sunroom area with spectacular ocean views, 3 bedrooms, 2 baths, and a library off the main bedroom with a double bed. Beautifully landscaped grounds slope gently to 240 feet of dramatic oceanfront.

Indoor spaces · Family · View

Great Timbers Retreat Minutes from Schoodic Park

This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Kitchen · Family · Amenities

Meadow Point Cottage

Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Indoor spaces · Family · Parks

Acadia’s Schoodic Oceanfront Cabin

Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).

Indoor spaces · Kitchen · Backyard