
Family-friendly vacation rentals in Harpswell
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Harpswell

Total vacation rentals
Explore 270 vacation rentals in Harpswell

Nightly prices starting at
Harpswell vacation rentals start at G$29,278 GYD per night before taxes and fees

Verified guest reviews
Over 6,330 verified reviews to help you choose

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
260 of Harpswell vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Harpswell rentals

4.9 Average rating
Harpswell stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Harpswell
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

•Tranquil 2BR Summer Home•Steps to Private Beach•
Charming cottage with ocean and sunset views that will embed in memory. Enjoy days at the private beach with provided towels and chairs or walking the many nearby coastal trails. Unwind on the deck with evenings under bright stars. Our guests describe the home: Cozy. Beautiful. A home away from home. Kitchen features high-end outfitting. Prepare breakfast or a full coastal dinner. Stay cozy with heat pumps on cool nights; AC on summer days. Peaceful. Nearby shops and restaurants. A true retreat.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Bayview Suite in Historic Shipbuilder’s Farmhouse
Welcome to the Atlantic suite at the Merrucooneagan: the longest connected farmhouse in Maine! Stylish and cozy, this newly renovated studio has the feel of a Victorian study with stained walnut trim, a stone fireplace, ceiling mouldings, and a large, glassed, built-in bookcase. This unique property features bay views from two porches, 6’ high windows with views of distant pines and expansive meadows, a tiled bathroom with clawfoot tub, and a spacious galley kitchen updated for modern living.

Cozy, Rustic Cabin on a Small Organic Farm
This little cabin in the woods is a wonderful place to get away from it all. Tucked away in a back meadow of our farm, hidden in the trees, you’ll love the cozy bed in the loft and privacy. It is a rustic, comfortable experience. No running water or electricity; we supply plenty of water and battery powered lanterns for you. The outhouse is close to the cabin, an outdoor shower near the farmhouse. Fresh organic sheets, wool blankets and linen down comforter make for a great sleeping place

Harpswell Studio on Waterview Property! Lobster!
Cottage Style Studio! Spacious , inviting, comfy, bright! Easy drives to Harpswell’s 216 miles of coastline via coastal and wooded trails- several accessible ones, lovely side roads, small beaches and preserves. Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. 35 minutes to Portland, 25 minutes to Freeport, 15 minutes or less to Brunswick, Bath, Topsham, Bowdoin College. Last minute availability for June 29th to July 4th!

Treehouse Farm Stay on the Maine Coast
This memorable location is anything but ordinary. This new, modern space, perched in the trees, overlooks a small-scale farm where the animals are just as well cared for as our guests. Do not underestimate the 600 square foot space. When you step inside, you'll be astounded by the spaciousness, clever use of space, and amenities available to our guests. From an open, sunny living room to an expanded balcony overlooking the duck pond, you'll have plenty of room to unwind and relax.

Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.

Bird Watching Paradise Harpswell
Gorgeous brand new 1BR in law unit above the garage in a waterfront property with 1.6 acres big lawn! It is so peaceful just to look outside with the big windows or just grab a drink and have some fresh air on the deck. Watch the wild animal crossing the lawn, maybe you will spot a red fox, ducks and geeks are regular visitors :) Also enjoy the Maine wood trails and bay trails around, this is truly a great place for getaway and enjoy the nature!

Beautiful Designer's Hideaway on the Maine coast!
Welcome to our chic & cozy rental cottage located in Harpswell, Maine, a tranquil coastal town known for its picturesque harbors, pristine beaches, and rich maritime history. Our charming cottage is the perfect retreat for families, couples, or anyone seeking a peaceful getaway amidst the beauty of nature. You won't find anything like it on the Maine Coast! Wake up to seals, geese, eagles and more right outside your window.

Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Comfortable studio apartment in quiet location
Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.
Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy romantic A-frame by a woodland stream - 25

Tiny house in the Birch Grove with private HOT TUB

Modern Treehouse w/Water Views+Cedar Hot Tub

LUX Designer Private Waterfront Hot Tub - Secluded

Downtown Hideaway-Loft HotTub Modern Clean Private

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Cozy log cabin on private pond, near Reid St Park!

HotTub/5min to K-port, Pet friendly, @anchorunwind
Family- and pet-friendly home rentals

Studio Apartment in Freeport

Mast Landing Cottage

Cottage on Todd Bay

Stone Isle. 8 acres next 2 little john preserve.

Simple Boothbay Log Cabin on Water

Cabin retreat just steps from adventure

Shore House, Posey Unit - Ocean Front Property

Peaceful & private waterfront cabin
Family-friendly home rentals with a pool

A Riot of Color at an Artist's Retreat on the Port

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Large Historic 7 Bedroom home with Pool & Hot Tub

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Steep Falls Escape, river & falls just steps away

Cozy Cottage with Ocean Views, Wells Maine

Luxury Retreat In Back Cove | 10 Min to Downtown

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,675 GYD | G$58,975 GYD | G$52,283 GYD | G$52,283 GYD | G$58,557 GYD | G$67,968 GYD | G$73,614 GYD | G$73,196 GYD | G$63,785 GYD | G$58,557 GYD | G$54,583 GYD | G$62,740 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
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- Rentals with a patio Harpswell
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- Family-friendly rentals Cumberland County
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