Vacation rentals in Harpswell

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Top-rated vacation rentals in Harpswell

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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
4.9 out of 5 average rating, 72 reviews

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.

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.
Guesthouse in Harpswell
5 out of 5 average rating, 32 reviews

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!

Top guest favourite
Home in Georgetown
4.99 out of 5 average rating, 115 reviews

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.

Top guest favourite
The studio's interior displays rustic charm with original rough-hewn beams overhead. A spacious bed is visible in the back area, while a comfortable seating arrangement and TV are situated in the front. Natural light streams through multiple windows, enhancing the welcoming atmosphere.
Guesthouse in Harpswell
4.95 out of 5 average rating, 481 reviews

Harpswell Studio on Waterview Property! Lobster!

Cottage Style Studio! Last minute savings for this weekend! (May 8th) Opening weekend for many seasonal restaurants! Celebrate and enjoy the fresh salt air! 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.

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
4.96 out of 5 average rating, 24 reviews

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.

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
5 out of 5 average rating, 206 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.

Guest favourite
An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.
Home in Harpswell
4.89 out of 5 average rating, 127 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 favourite
The living area features stylish seating with a modern design, including a low coffee table and a stone fireplace. A staircase leads to an upper level, while natural light enters through strategically placed windows, creating an inviting space for relaxation.
Home in Harpswell
5 out of 5 average rating, 40 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

Surrounded by water and situated on 5+ acres, this private oceanfront home is located on Dingley Island in Harpswell and is accessed by a causeway. Kayak & swim right outside your door. This unique home was featured in a 19-page spread in Maine Home and Design Magazine 4/18. Within 5 minute drive of charming village of Cundy's Harbor, 30 min. to LL Bean and Freeport outlets, and 45 min. to downtown Portland and Boothbay Harbor. Very close to Bowdoin , Bates and Colby College.

Top guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 120 reviews

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!

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
4.9 out of 5 average rating, 170 reviews

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.

Guest favourite
Home in Harpswell
5 out of 5 average rating, 6 reviews

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

Discover this 2-bedroom 2.5 bath designer home in Harpswell. This fabulous home features beautiful decor with beautiful views; three floors overlooking the water. Both bedrooms with en-suite bathrooms, a sleeper sofa on the lower level, Fidium Fiber and a desk for working remote. A chef's kitchen fully stock with for all your cooking needs. Heat, AC, full size washer and dryer. A Weber grill for enjoying the deck, good food, good drink and the views at any time.

Superhost
Home in Freeport
5 out of 5 average rating, 5 reviews

Mermaid's Chair | Private Beach | Hot Tub

A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport and Portland are just minutes down the road.

Popular amenities for Harpswell vacation rentals

When is the best time to visit Harpswell?

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Avg. price$349 CAD$364 CAD$342 CAD$292 CAD$358 CAD$400 CAD$428 CAD$436 CAD$384 CAD$370 CAD$345 CAD$356 CAD
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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 80 cottage rentals to over 180 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Harpswell?

    Yes! Work meets play with ease at over 160 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 150 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 $50 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 wifi?

    Absolutely! We offer over 80 cottage rentals with wifi 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 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.

  • What are the most popular amenities for Cottage Rentals in Harpswell?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 80 homes with wifi, over 50 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Harpswell

  • Total vacation rentals

    Explore 320 vacation rentals in Harpswell

  • Nightly prices starting at

    Harpswell vacation rentals start at $69 CAD per night before taxes and fees

  • Verified guest reviews

    Over 9,190 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    320 of Harpswell vacation 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!

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