
Family-friendly holiday rentals in Harpswell
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Harpswell
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cozy Sunny 1BR • Quiet • Near Bowdoin• Route 1/295
Warm, comfortable 1-bedroom apartment in a quiet Brunswick neighborhood — ideal for winter stays, remote work, or extended visits. Just one mile from Bowdoin College with quick access to Route 1 and I-295, this bright and private space offers the perfect balance of peaceful surroundings and convenient location. Surrounded by trees and fresh Maine air, the apartment feels tucked away while remaining minutes from downtown Brunswick, Freeport outlets, coastal walks, and seasonal outdoor activities.

Private, Cozy, Deep Soaking Tub
Escape to this quiet space and deep soak your mind in the meditation room or relax your body with the deep soaking tub and recharge after a long day. The whole 3rd floor is yours. A private sitting room, meditation area and food prep area (there is no kitchen), bedroom and bath with deep soaking tub are ready for your arrival. This is a 3rd story walk up. Parking is right in front of the house and a keypad lock. Easy access in and out. AirBnB insists there is golf at my location. There is not.

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

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.

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.

Rising Tide Times - quintessential Maine cottage
Out of State guests please read the Maine State COVID-19 restrictions currently in affect. 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!

Modern Tree Dwelling w/Water Views+Cedar Hot Tub
Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Harpswell Studio on Waterview Property! Lobster!
Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

Popham Beach, Small Point, Phippsburg, year round
Explore Popham while you stay in cozy newly updated, 2 floor 1 bedroom apartment. (full size bed and twin bed) . Living room has full sleeper sofa. Large kitchen and full bath. 1 Mile from Head Beach, 4 miles from Popham Beach State Park. Walk to Beautiful Morse Mountain Preserve. The property are well suited for artists, photographers looking for a quiet, visually stimulating, peaceful retreat. Shared laundry, best for 2 -3 adults, and/or small child.

Modern Brunswick Tiny Home near Bowdoin & Downtown
A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.
Popular amenities for Harpswell family-friendly rentals
Family-friendly home rentals with a hot tub

[Trending Now]Belfast Ocean Breeze

Hallowell Hilltop Home with Hot Tub & Sauna

Tiny A-Frame Romantic Getaway

Cozy Log Cabin mtn views, hot tub, fireplace

Romantic New England Historic Schoolhouse c1866

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

SNOW SWEET, A Yurt for All Seasons

HotTub+Firepit/5 min to DockSquare, Dining, Beach
Family- and pet-friendly home rentals

Zen Den Yurt at Maine Forest Yurts

Beautiful Winter River Retreat

McKeen's Riverside Retreat

Cottage on Todd Bay

1000 sq. ft. 1BR+ Apt Close to Town & Nature

Waterfront Private Apartment just 5 min to LLBean!

Yurt on Chebeague Island

Sheepscot Harbour Cottage/waterview
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Poolside Suite-Gateway to Portland

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Slope Side | Ground floor | Hot Tub, Pool, Sauna

Steep Falls Escape, river & falls just steps away

Cozy Cottage with Ocean Views, Wells Maine

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $319 NZD | $377 NZD | $356 NZD | $428 NZD | $480 NZD | $557 NZD | $603 NZD | $600 NZD | $523 NZD | $478 NZD | $428 NZD | $348 NZD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Harpswell

Total holiday rentals
Explore 250 holiday rentals in Harpswell

Nightly prices starting at
Harpswell holiday rentals start at $206 NZD per night before taxes and fees

Verified guest reviews
Over 5,870 verified reviews to help you choose

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
240 of Harpswell holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Harpswell rentals

4.9 Average rating
Harpswell stays are highly rated by guests—averaging 4.9 out of 5!
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