
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 260 vacation rentals in Harpswell

Nightly prices starting at
Harpswell vacation rentals start at G$10,457 GYD per night before taxes and fees

Verified guest reviews
Over 6,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
250 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.

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.

Private guest suite in historic Maine cottage
Come enjoy a relaxing stay in the upstairs of a cozy, historic home nestled on the beautiful coast of Maine. The house is within a 2 minute walking distance from Simpson's Point where you can enjoy swimming, picnics, sunsets, and stargazing. You can expect peaceful, quiet days and evenings with the option to bathe in a skylight-lit bathtub/shower and snuggle up in comfy beds lit by twinkle lights. Rental includes entire upper floor with private entrance along with tv/internet (Netflix only).

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

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

King Beds Modem Luxe Downtown 2BR Walk to Bowdoin
Highlights Of This Property * Fully Renovated: Every Surface, Appliance, & Furniture Is New in 2020 * 2 Minutes Walk To Bowdoin College, Restaurants, Cafes, Groceries * Off-street Parking * Washer & Dryer * Single Floor Open Concept Living * Large Bathroom With Double Vanity * Large Kitchen Island For Gathering & Entertaining * 2 King Size & 1 Single Bed For Comfortable Sleeping * Over The Top Insulation For Keeping You Warm In The Winter & Cool In The Summer. VERY Important for Maine.

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!

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

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.

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.

Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.
Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Tiny house in the Birch Grove with private HOT TUB

Downtown Hideaway-Loft HotTub Modern Clean Private

A comforting sweet off grid cabin near the beach!

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

Romantic Mirror cabin in the woods
Family- and pet-friendly home rentals

Mast Landing Cottage

Gorgeous Studio on the Kennebec

Stone Isle. 8 acres next 2 little john preserve.

Simple Boothbay Log Cabin on Water

Cabin retreat just steps from adventure

Waterfront Coastal Apartment | 5 Min to LLBean

Allie Mae Yurt nestled in the woods

Shore House, Posey Unit - Ocean Front Property
Family-friendly home rentals with a pool

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

Romantic, secluded cabin in the woods - 26

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Starfish Condo Wells Beach

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Steep Falls Escape, river & falls just steps away

Luxury Retreat In Back Cove | 10 Min to Downtown

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$56,678 GYD | G$58,979 GYD | G$52,286 GYD | G$52,286 GYD | G$58,561 GYD | G$67,972 GYD | G$73,619 GYD | G$73,201 GYD | G$63,789 GYD | G$58,561 GYD | G$54,587 GYD | G$62,744 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Bar Harbor Vacation rentals
- Rentals with a patio Harpswell
- Pet-friendly rentals Harpswell
- Rentals with a washer and dryer Harpswell
- Rentals with a fire pit Harpswell
- Waterfront rentals Harpswell
- Rentals with a fireplace Harpswell
- Rentals with outdoor seating Harpswell
- Apartment rentals Harpswell
- House rentals Harpswell
- Cottage rentals Harpswell
- Rentals with a kayak Harpswell
- Beachfront rentals Harpswell
- Rentals with beach access Harpswell
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Footbridge Beach
- Pemaquid Point Lighthouse
- East End Beach
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- Portland Museum of Art
- Maine Maritime Museum
- Rockland Breakwater Light
- Bradbury Mountain State Park





