Airbnb your place

Holiday rentals in Harpswell

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Harpswell

  • Total holiday rentals

    Explore 320 holiday rentals in Harpswell

  • Nightly prices starting at

    Harpswell holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 9,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wifi availability

    310 of Harpswell holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Harpswell rentals

  • 4.9 Average rating

    Harpswell stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Harpswell

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Superhost
Cottage in Harpswell

Quaint & Peaceful Designer's Oceanfront Cottage

Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.

FamilyValueLaundry

4.86 out of 5 average rating, 247 reviews
Guest favourite
Home in Freeport

Mermaid's Chair | Private Beach | Hot Tub

*Please note: The hot tub is unavailable from October 27 through April. The booking guest must be at least 25 years old. This classic 1939 Maine camp sits directly on Casco Bay, offering a private dock, sweeping water views, and a saltwater hot tub, all on a quiet road. Properties like this don't come around often, and once you arrive, you’ll understand why. The dock places you right on the water, with one boat slip available for guests. Wolfe’s Neck State Park and Wolfe’s Neck Farm are nearby.

ValueLocationCondition

4.92 out of 5 average rating, 25 reviews
Top guest favourite
A serene waterfront view showcases a vibrant sunset reflected on calm waters. Silhouetted trees frame the scene, highlighting the tranquil atmosphere created by the array of warm colors in the sky and the peaceful surrounding landscape.
Cottage in Harpswell

Basin Cove Retreat: Perfect to explore Mid-Coast

Welcome to our peaceful waterfront cottage on Basin Cove, perfect for year-round relaxation. This cozy 2-bedroom, 1-bath retreat offers serene water views and breathtaking sunsets. Just 12 miles from Brunswick, 30 mins from iconic LL Bean in Freeport, and an hour from Portland, you'll enjoy both tranquility and convenience. Ideal for a quiet winter escape or a summer adventure. The cottage is close to Live Well Farm and Bowdoin College, providing the perfect blend of relaxation and exploration.

ValueFamilySleep quality

4.88 out of 5 average rating, 91 reviews
Top guest favourite
A serene dock is presented, featuring two aqua lounge chairs positioned beneath a matching umbrella. The water sparkles in the sunlight, with a wooden walkway leading from the shore to the dock. Pine trees frame this tranquil waterfront scene.
Guest house in Harpswell

Slack Tide

Relax on the dock at this stylish private guesthouse and watch the sunset over an expansive tidal cove. This waterfront retreat features a private deck with gas grill and fire pit, a full kitchen and living area with fantastic water views, leather recliner, sofa and cable TV. The bedroom has an adjustable king Tempurpedic bed and a luxurious ensuite bathroom with a large shower, towel warmer, led mirror, hand-held bidet, heated toilet seat and washer/dryer. Wake up to breathtaking water views!

LocationHospitalityView

5.0 out of 5 average rating, 59 reviews
Top guest favourite
A dining table is set with a bowl of fresh salad, complemented by a glass of red wine. In the background, the sun sets over the water, casting a warm golden light through large windows that frame the peaceful waterfront view.
Home in Harpswell

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.

FamilyLocationIndoor spaces

4.97 out of 5 average rating, 39 reviews
Top guest favourite
A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.
Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax with ocean views, warm up in the sauna or take a refreshing dip. Our cottage is part of Gurnet Village, an over 100-year-old working lobstering & oyster farming property on historic Route 24, between Brunswick & Harpswell. Expect boats, workers, road traffic, gear, and the occasional sounds & smells of a real Maine working waterfront. All rooms have ocean views, with access to the tidal beach & floating dock (May-Dec).

ValueFamilyBack garden

5.0 out of 5 average rating, 229 reviews
Top guest favourite
A garden pathway made of stones leads through a lush green lawn dotted with various plants and flowers. A hanging planter can be seen in the background, while outdoor seating is positioned nearby, inviting relaxation among the natural surroundings.
Home in Harpswell

Great Island Oasis

Enjoy Maine🌲🦞 from our home in Harpswell, a town with 216 miles of coastline and dozens of hiking trails. Our 5 bedroom, 3 bath house can accommodate up to 11 people very comfortably with a well-equipped kitchen, 4 acres with trails, gardens and across the street from the ocean. Within 30 miles: Portland Boothbay Harbor Maine Botanical Gardens Damariscotta Wiscasset Bath Brunswick Bowdoin College Freeport (LL Bean and outlet shopping) Reid and Popham Beach State Parks Hermit Island

FamilyLocationBack garden

4.95 out of 5 average rating, 62 reviews
Guest favourite
A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.
Cottage in Harpswell

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.

LocationFamilyNearby

4.9 out of 5 average rating, 186 reviews
Top guest favourite
Home in Harpswell

Lovely Coastal Cottage on Quiet Cove

Wake up to gorgeous views and go to sleep under dark starlit skies. This modern and well-appointed coastal home is your chance to experience life on the water in Maine. Harpswell is a beautiful waterfront town with more coastline than anywhere else in Maine. When you're not relaxing on the deck overlooking the cove or, in winter, being cozy by the fire, you'll be able to explore the dozens of hikes on the peninsula and the year-round restaurants in nearby Bath or Brunswick.

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Harpswell

Orchid Harbor, Bailey Island 3BR

Welcome to Orchid Harbor, a classic New England-style cottage home with stunning southerly views of Casco Bay. Perfectly located in the heart of Bailey Island, it's within walking distance of Cook's Lobster & Ale House, Morse's Seafood Grille, the historic Cribstone Bridge, and the Salt Cod Cafe. You'll love the breathtaking sunsets painting the sky. Enjoy easy water access, perfect for launching a kayak to explore the coast of Harpswell or combing the shoreline for treasures.

LocationFamilyIndoor spaces

4.85 out of 5 average rating, 81 reviews
Guest favourite
The home is set against a backdrop of rugged rocks and sparse vegetation, showcasing its charming architecture. A spacious screened-in porch extends from the side, providing a view of the surrounding natural landscape. The sloped roof and clear sky overhead enhance the serene atmosphere.
Home in Harpswell

Family Tides-Ocean Views, Spacious, Lovely Home

Welcome to Family Tides! This spacious, dog-friendly harbor view retreat in Cundy's Harbor is perfect for family vacations and gatherings with friends. Enjoy a beautifully renovated kitchen, screened porch with ocean views, 4 comfortable bedrooms, 2.5 baths, AC throughout, a firepit, kayaks, bikes, and room to relax. Walk to local dining, fresh lobster, and coastal attractions while experiencing the charm and beauty of Maine's working waterfront.

FamilyLocationGrill

4.94 out of 5 average rating, 33 reviews
Top guest favourite
A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.
Home in Harpswell

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.

FamilyLocationDecor

4.98 out of 5 average rating, 247 reviews

Popular amenities for Harpswell holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Harpswell's top sights

Casco Bay

7 locals recommend

Wolfe's Neck Woods State Park

184 locals recommend

Land's End Gift Shop

62 locals recommend

Bailey Island Bridge

17 locals recommend

Eagle Island

10 locals recommend

Mackerel Cove

5 locals recommend

Other great holiday rentals in Harpswell

Top guest favourite
Home in Harpswell

Oceanfront Cottage w/ Wharf & Kayaks – Harpswell

FamilyLocationBreakfast

5.0 out of 5 average rating, 28 reviews
Top guest favourite
A two-story cottage is set against a backdrop of lush trees. The house features multiple windows, framed in white, reflecting the natural light. A deck extends toward the water, inviting views of the surrounding landscape. A rocky shoreline complements the scene.
Cottage in Harpswell

Seaside-The way life should be!

LocationFamilyHospitality

5.0 out of 5 average rating, 27 reviews
Guest favourite
A modern kitchen is highlighted, featuring wooden beams along the ceiling. A spacious island is positioned at the center, accompanied by two wooden stools. White cabinetry contrasts with dark lower cabinets, while large windows allow natural light to brighten the space.
Flat in Harpswell

Bird Watching Paradise Harpswell

FamilyLocationCheckout

4.97 out of 5 average rating, 39 reviews
Top guest favourite
A scenic view of a tranquil waterway reflects soft pink and orange hues from the sky at sunset. Rocky outcrops and patches of greenery frame the serene water, creating a peaceful coastal atmosphere.
Home in Harpswell

Little Harbor Cottage

FamilyLocationBeach

5.0 out of 5 average rating, 14 reviews
Guest favourite
A charming house is set amidst a grassy area, featuring a wraparound porch with wooden railings and steps leading to the entrance. Tall trees provide shade, and the exterior is adorned with light-colored siding and contrasting blue trim.
Home in Harpswell

Cricket Lodge

LocationFamilyQuiet

4.92 out of 5 average rating, 36 reviews
Top guest favourite
The living room features two comfortable sofas arranged around a central coffee table. Large windows provide views of the water, while a TV is mounted on a wall. Soft lighting and natural wood beams enhance the inviting space.
Cottage in Harpswell

Oceanfront Serenity – Stargaze & Unwind-

ValueLocationSleep quality

4.95 out of 5 average rating, 43 reviews
Top guest favourite
Home in Harpswell

Coveside - Waterfront, Designer Decor, w/Heat & AC

LocationFamilyDecor

5.0 out of 5 average rating, 13 reviews
Top guest favourite
Aerial view of a cottage nestled among lush green trees, with a panoramic view of Casco Bay and its islands beyond. The spacious yard is bordered by natural foliage, providing a serene backdrop for the waterfront property.
Home in Freeport

Waterfront Cottage in Freeport

ValueLocationBeach

5.0 out of 5 average rating, 98 reviews

When is the best time to visit Harpswell?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£192£200£188£187£208£241£235£239£211£203£190£196
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Harpswell?

    Harpswell has cozy cottages, shoreline homes, and neighborhood stays with views of the bay. For a quieter experience, look at rentals near the peninsulas or close to local preserves.

  • What are the best things to do in Harpswell with kids?

    Explore tide pools, walk family-friendly nature trails, or visit public parks with play areas. Many families enjoy trying simple kayak outings or sampling ice cream from local shops.

  • What are some of the best things to do in Harpswell?

    Harpswell has scenic hikes, boating options, and a working waterfront to explore. Guests often enjoy local seafood markets, art galleries, and watching lobster boats set out each morning.

  • How is the weather in Harpswell?

    Harpswell has chilly winters around 12–37°F (−11–3°C) with occasional snow, and summers that are milder, reaching 59–79°F (15–26°C). Early spring and late autumn bring cooler temperatures and more frequent rainfall, so layers and a rain jacket are helpful.

  • When is the best time to visit Harpswell?

    Late spring through early autumn is often recommended for milder temperatures, blooming wildflowers, and expanded seasonal activities. Summer brings local festivals, market days, and the widest range of outdoor events.

  • What are the best places to visit in Harpswell?

    Popular spots include working wharves, nearby lighthouses, and preserved coastal trails. Small local galleries and traditional seafood shacks add to the experience around the community.

  • What are some hiking trails in Harpswell?

    Harpswell has a variety of coastal and woodland trails, with boardwalk paths, forested loops, and scenic shoreline hikes. Many visitors explore local land trust preserves or easy walks with ocean views.

  • What are some family activities we can do in Harpswell?

    Families often explore local nature trails, visit small beaches, or try hands-on experiences such as guided boat tours and tide pool walks. Many public parks have picnic areas and playgrounds for relaxed outings.

  • What are some of the best day trip ideas from Harpswell?

    Explore nearby working waterfront villages, historic lighthouses, or coastal nature preserves around Harpswell. Many guests also enjoy sampling local seafood, browsing small-town galleries, or visiting regional museums.

  • Are there any pet friendly accommodations available in Harpswell?

    Pet-friendly options can be found around Harpswell, with a range of cottages, homes, and cabins welcoming four-legged guests. Many trails and parks are also accessible for visitors with dogs.

  • What are some local tips for visiting Harpswell?

    Tides shape the shoreline experience, so check local schedules for beach walks or boating. Many small seafood shacks and markets operate seasonally, and bringing cash can be useful for some local businesses.

  • What is Harpswell known for?

    Harpswell is known for its winding peninsulas, working lobster docks, and panoramic Atlantic views. The area draws visitors for tranquil maritime culture, local seafood, and small-town coastal scenery.

  • What are the best hidden gems to explore in Harpswell?

    Locals often suggest finding small, uncrowded beaches or peaceful forest paths around the peninsula. Quiet coves and lesser-known preserves provide unique spots for birdwatching or coastal picnics.

  • What are the best foods to try in Harpswell?

    Lobster rolls, fresh clams, and crab cakes are frequently suggested dishes in Harpswell. Many guests also enjoy locally made chowder, blueberry desserts, and seafood straight from harborside shacks.

  • What should I bring for a trip to Harpswell?

    Pack comfortable walking shoes, layered clothing for changing weather, and a rain jacket. Sunscreen, a hat, and binoculars are suggested for time along the coast or trails.

  • What is the nightlife in Harpswell like?

    Nightlife in Harpswell is relaxed, centered around casual seafood spots and bars with local music or scenic sunset views. Evenings tend to be quiet, with some venues hosting community events or acoustic performances.

  • What are the most popular events or festivals in Harpswell?

    Harpswell has the Lobster Boat Races each summer, frequently suggested for their lively atmosphere and roots in local maritime culture. Community gatherings, seasonal outdoor concerts, and craft fairs around town are often recommended, reflecting the area's traditions and welcoming spirit.

  • Are there family friendly vacation rentals in Harpswell?

    Many vacation rentals in Harpswell accommodate families, with options ranging from spacious homes to cozy cottages. Look for stays with open yards, extra bedrooms, or proximity to beaches and local parks.

Destinations to explore