
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$29,250 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.

Quaint & Peaceful Designer's Oceanfront Cottage
Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.

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.

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!
Last minute availability for July 27th - August 5th! 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.

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.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!

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

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

LUX Designer Private Waterfront Hot Tub - Secluded

Modern Treehouse w/Water Views+Cedar Hot Tub

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

Romantic Mirror cabin in the woods

Luxury Year-round Treehouse with private hot tub

Cozy romantic A-frame by a woodland stream - 25

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

Shore House, Posey Unit - Ocean Front Property

Peaceful & private waterfront cabin

Simple Boothbay Log Cabin on Water

Waterfront Sunrise Cove Cottage

Yurt on Chebeague Island

Stone Isle. 8 acres next 2 little john preserve.

Naughty Dog Private Island Log Cabin

Cottage on Todd Bay
Family-friendly home rentals with a pool

Charming Saltwater Farm apartment

Loft Apartment on Tree-Lined Street in Falmouth

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

Luxury Retreat In Back Cove | 10 Min to Downtown

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Large Historic 7 Bedroom home with Pool & Hot Tub

Starfish Condo Wells Beach

OOB Oasis: 6BR Home w/ Private Pool Near Beach
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,620 GYD | G$58,919 GYD | G$52,233 GYD | G$52,233 GYD | G$58,501 GYD | G$67,903 GYD | G$73,544 GYD | G$73,126 GYD | G$63,724 GYD | G$58,501 GYD | G$54,531 GYD | G$62,679 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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- Rentals with a fireplace Harpswell
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- Apartment rentals Harpswell
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- Pet-friendly rentals Harpswell
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- Family-friendly rentals Cumberland County
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