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

Cozy Sunny 1BR • Quiet • Near Bowdoin• Route 1/295
Warm, comfortable 1-bedroom apartment in a quiet Brunswick neighborhood — ideal for winter stays, remote work, or extended visits. Just one mile from Bowdoin College with quick access to Route 1 and I-295, this bright and private space offers the perfect balance of peaceful surroundings and convenient location. Surrounded by trees and fresh Maine air, the apartment feels tucked away while remaining minutes from downtown Brunswick, Freeport outlets, coastal walks, and seasonal outdoor activities.

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

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.

Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

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!

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

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!

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.

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.

Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
Beach vibes in this cozy space make for a comfortable home base while you explore Portland's Munjoy Hill neighborhood. The apartment is situated in the East End, a short walk to the Eastern Promenade, local grocery, great restaurants and bakeries. Head to the East End Beach, or paddle to the islands in Casco Bay. Walk to the Old Port from this quiet neighborhood in 15 minutes or head over to Washington Ave, for amazing food, distilleries and breweries!

Solar Suite surrounded by Nature
Solar suite on conservation property offers peaceful getaway. Large sitting room furnished with contemporary sofa, reading area, bedroom nook with natural latex Queen mattress on Japanese platform, kitchen island/toaster oven, mini fridge, dishes, silverware, linen napkins (please note this is not a full kitchen for preparing meals) private bath/shower. On the lower level of our home with private entrance. Cedar hot tub available.

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.
Popular amenities for Harpswell holiday rentals
Other great holiday rentals in Harpswell

2BR Bayview | Fireplace | Deck | Firepit

Quaint & Peaceful Designer's Oceanfront Cottage

Tower Hill House Harpswell, Orr’s Island, Maine

Spacious apartment in quiet area near preserve

Oceanfront Harpswell Home with amazing views

Sunny Apartment on the Ocean.

Fantastic Waterfront Views

Little Harbor - Crashing surf, sunrise views from
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 SGD | $251 SGD | $234 SGD | $268 SGD | $329 SGD | $368 SGD | $393 SGD | $401 SGD | $353 SGD | $340 SGD | $317 SGD | $327 SGD |
| 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 170 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 130 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 130 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 $120 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.
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 $76 SGD per night before taxes and fees

Verified guest reviews
Over 9,250 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
320 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!
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- East End Beach
- Gooch's Beach
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Footbridge Beach
- Palace Playland
- Pleasant Mountain Ski Area
- Maine Maritime Museum
- Ogunquit Playhouse
- Farnsworth Art Museum
- Hills Beach
- Bradbury Mountain State Park
- Portland Museum of Art




