
Family-friendly holiday rentals in Harpswell
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Quick stats about holiday rentals that are family-friendly in Harpswell

Total holiday rentals
Explore 270 holiday rentals in Harpswell

Nightly prices starting at
Harpswell holiday rentals start at $140 USD per night before taxes and fees

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

Pet-friendly accommodation
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
260 of Harpswell holiday 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.

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.

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.

Coastal Hideaway - Water views with expansive deck
Coastal Hideaway. Water views with expansive deck, pool table, office area. Fabulous home with lots of open room for relaxation by the ocean. This home, tucked off the road in a private community of Harpswell, is just what you are looking for. With 3 bedrooms, and sleeping for 6, a great family vacation or get away with friends awaits. Pets are not allowed at this property. No smoking is allowed at the property.

Rising Tide Times - quintessential Maine cottage
Classic Maine cottage on the end of a point, surrounded by water on 3 sides provides stunning views. The perfect backdrop for the quintessential cottage vacation. Features spacious decks, direct tidal access for kayaking, and outdoor firepit. 15 min to downtown Brunswick/45 min to Portland. We even have Kayaks onsite for guests to paddle around Cards Cove. Perfect for couples and families!
Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryTreehouse w/ Hot Tub Near Sunday River

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Tiny house in the Birch Grove with private HOT TUB

Modern Treehouse w/Water Views+Cedar Hot Tub

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

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

SNOW SWEET, A Yurt for All Seasons

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

Naughty Dog Private Island Log Cabin

Cottage on Todd Bay

Stone Isle. 8 acres next 2 little john preserve.

Sunset Stunner w/summer dock

“Hip-Torical” “Hip-Historical” near Bowdoin

Simple Boothbay Log Cabin on Water

Shore House, Posey Unit - Ocean Front Property

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

Resort-like 2 bed/1 bath - seasonal pool/hot tub

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

Starfish Condo Wells Beach

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Luxury Retreat In Back Cove | 10 Min to Downtown

Loft Apartment on Tree-Lined Street in Falmouth
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 USD | $282 USD | $250 USD | $250 USD | $280 USD | $325 USD | $352 USD | $350 USD | $305 USD | $280 USD | $261 USD | $300 USD |
| 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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