Family-friendly vacation rentals in Harpswell

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Top-rated family-friendly rentals in Harpswell

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Top guest favorite

Farm stay in Brunswick

4.97 out of 5 average rating, 127 reviews

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 the back fields 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

Guest favorite

Guest suite in Brunswick

4.89 out of 5 average rating, 117 reviews

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).

Top guest favorite

Cottage in Brunswick

5 out of 5 average rating, 181 reviews

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.

Top guest favorite

Loft in Brunswick

4.96 out of 5 average rating, 241 reviews

The Douglas Park Loft

The loft is a 20 X 20 space above our detached garage. Wide pine floors. 7 windows facing. Optimal for a couple. Sleep sofa is 70" x 54" so suitable for 1 adult or 2 children/teens. Sunny room w/room darkening shades. Radiant floor in the bathroom. Smart TV. Low radiation WiFi. Ethernet jack. Heat pump for heat or AC. Large under counter fridge w/out freezer but we have one in the garage. Two burner infrared cook-top. Toaster oven, Hot H2O kettle & coffee maker. Kitchen is ready for cooking.

Top guest favorite

Guesthouse in Brunswick

4.97 out of 5 average rating, 175 reviews

Spacious & Sunny 1BR | Near Bowdoin + Route 1/295

Welcome to your Brunswick getaway! Our bright and airy 1-bedroom apartment is tucked in a quiet neighborhood just one mile from Bowdoin College, with fast, easy access to Route 1 and I-295. Surrounded by greenery, trees, and fresh Maine air, this is the perfect spot to relax, recharge, and still be minutes from everything Brunswick has to offer. Proximity to Freeport outlets, Bowdoin College, and spring hiking/coastal walks. Downtown Brunswick restaurants (great for Valentine’s dinners).

Guest favorite

Home in Harpswell

4.95 out of 5 average rating, 135 reviews

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!

Top guest favorite

Yurt in Chebeague Island

4.98 out of 5 average rating, 163 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled peacefully in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking, small fridge, stovetop, sink. Water. Outdoor fire pit. WiFi . Check ferry options on Casco Bay Lines or Chebeague Transportation. Host will provide transport to/from ferry to the yurt.

Superhost

Home in Harpswell

4.89 out of 5 average rating, 126 reviews

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!

Guest favorite

Tiny home in Bowdoinham

4.91 out of 5 average rating, 132 reviews

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

Guest favorite

Apartment in Orr's Island

4.94 out of 5 average rating, 103 reviews

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)

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 470 reviews

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!

Guest favorite

Guesthouse in Brunswick

4.92 out of 5 average rating, 168 reviews

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.