
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 ﺩ.ﺇ 184 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).

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!

Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.

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.

Gurnet Summer Home "Beau Sejour"
Welcome to Beau Sejour. Authentic Maine property with two brand new balcony’s overhanging the ocean. Attached to the lower balcony includes a staircase- offering direct access to water/beach. A beautiful seating area and outdoor dining table rests on the upper deck, giving panoramic views of the cove and coastal wildlife. Sunrises are especially beautiful, with frequent sightings of bald eagles, osprey, and seals. An authentic Maine experience.

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.

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!

Harpswell Studio on Waterview Property! Lobster!
Cottage Style Studio! All in pricing (with exception of Maine tax), spacious, 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.

Cozy Rock Cabin #thewaylifeshouldbe
*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!
Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

LuxuryTreehouse w/ Hot Tub Near Sunday River

Tiny house in the Birch Grove with private 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!

SNOW SWEET, A Yurt for All Seasons

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

Timeless Tides Cottage

The Chickadee Tiny House

Naughty Dog Private Island Log Cabin

Oak Leaf

Gorgeous Studio on the Kennebec

Riverside Log Cabin Sanbornville NH

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

Simple Boothbay Log Cabin on Water
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 Portland Line

Tiny house living close to Ogunquit center!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Starfish Condo Wells Beach

Poolside Suite-Gateway to Portland

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Steep Falls Escape, river & falls just steps away
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 995 | ﺩ.ﺇ 1,036 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,293 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,120 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 959 | ﺩ.ﺇ 1,102 |
| 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
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Rentals with beach access Harpswell
- Pet-friendly rentals Harpswell
- Rentals with a washer and dryer Harpswell
- Rentals with a patio Harpswell
- Apartment rentals Harpswell
- House rentals Harpswell
- Rentals with a fireplace Harpswell
- Rentals with a kayak Harpswell
- Waterfront rentals Harpswell
- Beachfront rentals Harpswell
- Rentals with outdoor seating Harpswell
- Rentals with a fire pit Harpswell
- Cottage rentals Harpswell
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland
- Rockland Breakwater Light
- Portland Museum of Art
- Fortunes Rocks Beach
- Maine Maritime Museum
- Bradbury Mountain State Park





