
Holiday houses in Harpswell
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Top-rated holiday rentals in Harpswell
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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!
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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.
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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.
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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.
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Maine Oceanfront Retreat
Welcome to this quintessential Maine oceanfront retreat with a private dock and stunning first-floor panoramic views of passing boats. This peaceful getaway features a tasteful modern style, 3 cozy bedrooms, a well-supplied kitchen, convenient 1st floor washer & dryer, and an outdoor deck with dining to enjoy salty breezes and seaside sunsets. Don’t feel like cooking? Grab a lobster roll at Judi’s General Store at Paul’s Marina! Relax, recharge, and experience coastal Maine at its finest!
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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.
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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!
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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.
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Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.
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Mermaid's Chair | Private Beach | Hot Tub
*Hot tub not available October - April This is a rare one. 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.
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Bird Watching Paradise Harpswell
Gorgeous brand new 1BR in law unit above the garage in a waterfront property with 1.6 acres big lawn! It is so peaceful just to look outside with the big windows or just grab a drink and have some fresh air on the deck. Watch the wild animal crossing the lawn, maybe you will spot a red fox, ducks and geeks are regular visitors :) Also enjoy the Maine wood trails and bay trails around, this is truly a great place for getaway and enjoy the nature!
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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.
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Popular amenities for Harpswell holiday rentals
Other great holiday rentals in Harpswell

Bayview Suite in Historic Shipbuilder’s Farmhouse
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Newly renovated cottage with stunning ocean views
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Cricket Lodge
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~Style and Comfort in Beautiful Harpswell, Maine~
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Mere Point Coastal Cottage
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Beautiful Designer's Hideaway on the Maine coast!
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Oceanfront Studio w/ Private Dock in Harpswell!
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Lovely Coastal Cottage on Quiet Cove
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When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $362 AUD | $378 AUD | $355 AUD | $302 AUD | $371 AUD | $415 AUD | $444 AUD | $452 AUD | $398 AUD | $384 AUD | $358 AUD | $370 AUD |
| 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 |
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 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 20 homes with self check-in, over 50 homes with a bbq area, over 80 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $71 AUD per night before taxes and fees

Verified guest reviews
Over 9,190 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
320 of Harpswell holiday rentals include Wi-Fi 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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