
Cottage holiday rentals in Harpswell
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Quick stats about cottage rentals in Harpswell

Total holiday rentals
Explore 80 holiday rentals in Harpswell

Nightly prices starting at
Harpswell holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Harpswell holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Harpswell rentals

4.8 Average rating
Harpswell stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated cottage rentals in Harpswell
Guests agree: these cottages are highly rated for location, cleanliness and more.

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.

Cozy waterfront home on Merrymeeting Bay.
Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

Quiet cottage on the bay
Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

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.

Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.

Deja Blue Guesthouse
Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

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.

Rocky Top Hideaway with level 2 charging station.
Feel the magic in this quiet secluded hillside retreat. Awaken your senses with the smell of the salt air, pines and an occasional whiff of coffee beans roasting all while watching the ferry go back and forth to Ilesboro. Early risers will enjoy spectacular sunrises. Experience nature without being too far off the beaten path. A private half mile walk down the driveway will end at brick sidewalks leading you to Lincolnville Beach, one of Maine's stretches of sandy shoreline.

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.
Popular amenities for cottage rentals in Harpswell
Cottage rentals with a hot tub

Ocean View Lawn Cottage - Newly Renovated 2024

Fully Renovated/4min to K-port/HotTub/Game Room

Beautifully renovated 2-bedroom cottage

Waterfront Getaway w/ Private Beach (HOT TUB)

Wells Maine Home with a View

Megunticook Retreat

2 BR house, close to Ogunquit, w/ AC + golf cart!

Cozy Cottage with Ocean Views, Wells Maine
Pet-friendly cottage rentals

Bright & Cozy Beachside Cottage in Camp Ellis

Bright, clean, private cottage near Higgins Beach!

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

Tall Pines Hideaway

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Our charming,oceanfront, Bradford point cottage

Waterscape Cottage - private waterfront

Cozy Cottage on Highland Lake
Private cottage rentals

Old fashion neighborhood near the water.

Cottage on a wharf in a fishing village

Newly renovated cottage with stunning ocean views

Overlooking the working waterfront.

Maine Coast Retreat | Deep Water Dock + Kayaks

Blue Lobster Cottage - Cozy w/dock, deck and AC!

Oceanfront Serenity – Stargaze & Unwind-

Relaxing 2 bedroom Maine Cottage getaway
Destinations to explore
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- Rentals with a patio Harpswell
- Rentals with a firepit Harpswell
- Family-friendly rentals Harpswell
- Rentals with beach access Harpswell
- Rentals with a kayak Harpswell
- Rentals with outdoor seating Harpswell
- Flat rentals Harpswell
- Rentals with a washing machine and dryer Harpswell
- Beachfront rentals Harpswell
- Pet-friendly rentals Harpswell
- House rentals Harpswell
- Rentals with a fireplace Harpswell
- Waterfront rentals Harpswell
- Cottage rentals Cumberland County
- Cottage rentals Maine
- Cottage rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Footbridge Beach
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park





