
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$29,289 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.

Waterfront Cottage Getaway-Sunsets, Kayaks, Tennis
Classic, rustic, waterfront Maine retreat (“Crow’s Nest”) perched above Beal's Cove w/i Harpswell Sound w/ private direct waterfront access via steps w/ platform for fun activities - 5 kayaks+2 paddle boards included. Its plentiful sleeping space, porch, and expansive property w/ shared tennis court make it fun for family reunions or get-togethers. Porch speckled w/ rocking chairs overlooks the bay and has spectacular views of sunsets enjoyed w/ coffee, cocktails, and lobster & steamer dinners.

Seaside-The way life should be!
Gentle breezes, fish flipping, seals playing, boats hauling their famous catch of crustaceans…watch it all from the many incredible vantage points this cottage has to offer. From a back patio with a gas fire pit, to a sun porch for enjoying a BBQ lunch, even a screened porch for relaxing when the bugs come out. Join the owners at their “martini bar”next door for added conversation and area knowledge with views! Perfect central spot for exploring the Midcoast.This is truly the way life should be!

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.

Sunset Stunner w/summer dock
Relax with the family at this peaceful place to stay. This cozy waterfront home offers a tranquil escape with breathtaking ocean sunset views that paint the sky each evening. Lots of windows and open concept living area provide uninterrupted vistas of the water, allowing golden light to flood the space. The wrap around deck just steps from the water's edge is an ideal spot for morning coffee or evening dinners as the sun dips below the horizon. This charming home blends comfort and nature.

Brand new Scandinavian cottage: dock & kayaks!
Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax with ocean views, warm up in the sauna or take a refreshing dip. Our cottage is part of Gurnet Village, an over 100-year-old working lobstering & oyster farming property on historic Route 24, between Brunswick & Harpswell. Expect boats, workers, road traffic, gear, and the occasional sounds & smells of a real Maine working waterfront. All rooms have ocean views, with access to the tidal beach & floating dock (May-Dec).

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Shore House, Leona Unit - Ocean Front Property
This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

Lovely Coastal Cottage on Quiet Cove
Wake up to gorgeous views and go to sleep under dark starlit skies. This modern and well-appointed coastal home is your chance to experience life on the water in Maine. Harpswell is a beautiful waterfront town with more coastline than anywhere else in Maine. When you're not relaxing on the deck overlooking the cove or, in winter, being cozy by the fire, you'll be able to explore the dozens of hikes on the peninsula and the year-round restaurants in nearby Bath or Brunswick.

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 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

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Cozy Rock Cabin #thewaylifeshouldbe

Modern Treehouse w/Water Views+Cedar Hot Tub

Solar Powered Bus in Forest | Hot Tub + Wellness

Romantic hideaway cabin w/ access to spa - 26

LUX Designer Private Waterfront Hot Tub - Secluded

HotTub/5min to K-port, Pet friendly, @anchorunwind

Loft Apartment on Tree-Lined Street in Falmouth
Family- and pet-friendly home rentals

Peaceful & private waterfront cabin

Classic Maine, Modern Comfort

Studio Apartment in Freeport

Simple Boothbay Log Cabin on Water

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit

Charming Cottage With Spectacular Water View

Stone Isle. 8 acres next 2 little john preserve.

Waterfront Coastal Apartment | 5 Min to LLBean
Family-friendly home rentals with a pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Secluded Cabin: Mountain View, Hot Tub + Fireplace

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Luxury Retreat In Back Cove | 10 Min to Downtown

Starfish Condo Wells Beach

Cozy Cottage with Ocean Views, Wells Maine

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,696 GYD | G$58,997 GYD | G$52,303 GYD | G$55,441 GYD | G$63,391 GYD | G$71,132 GYD | G$73,642 GYD | G$73,224 GYD | G$63,809 GYD | G$58,579 GYD | G$54,604 GYD | G$62,763 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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