
Vacation rentals in Harpswell
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Top-rated vacation rentals in Harpswell
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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).

Oceanfront cottage on tranquil cove in Harpswell
Nestled among the emerald waters of Basin Cove, this cottage-style waterfront home features a contemporary, highly-functional living space with picturesque views and spectacular sunsets. The property features an extended, 12-foot wide pier that overhangs the water and provides stairs for direct water access. Swim, sun bathe, bird watch, launch a kayak, and enjoy the iconic Maine coast from your private perch. Pristine Mitchell Field beach and Dolphin Marina restaurant are minutes away by car.

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.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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. Not recommended for those with mobility issues. Bathroom is downstairs, bedroom is upstairs. Owners live on property with small dog.

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!

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)

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.

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.

Cedar Sauna+Near Beach/Hiking+Pond+FirePit
Come relax and unwind at Pine Cabin! * Cedar Barrel Sauna w/Glass Front * Minutes Reid State Park Beach & 5 Island🦞 * Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Automatic Kohler Generator * SmartTV & Record Player w/Vinyl *Pine Cabin is one of two cabins on our 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.
Popular amenities for Harpswell vacation rentals
Harpswell cottage rentals

Timeless Tides Cottage

The Cottage at the McCobb House

POST OFFICE COTTAGE Pemaquid Point

Modern cozy cottage in historic coastal Maine

Cozy waterfront home on Merrymeeting Bay.

Sunset Haven - Little Sebago Lake

Cozy & Quiet Modern Cottage

Islesboro Boathouse
Other great vacation rentals in Harpswell

Waterfront Cottage in Freeport

Quaint & Peaceful Designer's Oceanfront Cottage

Maine oceanfront getaway.

Lawless Log Cabin - cozy, newly renovated cabin

Mere Point Coastal Cottage

Sunny Apartment on the Ocean.

Private oceanfront cottage, great views, and float

"Periwinkle" ~ a Charming Oceanfront Cottage
Quick stats about vacation rentals in Harpswell
Total rentals
310 properties
Nightly prices starting at
€ 51 before taxes and fees
Total number of reviews
9.1K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Frequently Asked Questions
What types of vacation rentals are available in Harpswell?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Harpswell. From over 180 house rentals to over 80 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Harpswell?
Yes! Work meets play with ease at over 150 vacation rentals in Harpswell featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Harpswell?
Four-legged friends are welcome in Harpswell. Choose from more than 140 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Harpswell?
Experience the best of Harpswell with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Harpswell have self check-in?
Absolutely! We offer over 20 cottage rentals with self check-in in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Harpswell have a bbq area?
Absolutely! We offer over 50 cottage rentals with a bbq area in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Harpswell have wifi?
Absolutely! We offer over 80 cottage rentals with wifi in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Harpswell have a gym?
Absolutely! We offer over 10 house rentals with a gym in Harpswell. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Harpswell?
Harpswell has more than 60 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Harpswell vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Harpswell, available on Airbnb. Make a splash and soak up the sun in style!
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- Rentals with a washer and dryer Harpswell
- Rentals with a fireplace Harpswell
- Beachfront rentals Harpswell
- Cottage rentals Harpswell
- Rentals with a kayak Harpswell
- Family-friendly rentals Harpswell
- Rentals with a fire pit Harpswell
- Waterfront rentals Harpswell
- Apartment rentals Harpswell
- Rentals with outdoor seating Harpswell
- Rentals with a patio Harpswell
- Rentals with beach access Harpswell
- Pet-friendly rentals Harpswell
- House rentals Harpswell
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Dunegrass Golf Club
- East End Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Laudholm Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Fox Ridge Golf Club
- Mothers Beach
- Ogunquit Playhouse