
House holiday rentals in Harpswell
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Top-rated house rentals in Harpswell
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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.

Cheerful 3Bedroom Home Close to Downtown Brunswick
Located 1.5 miles from Bowdoin College and downtown Brunswick, your family will be close enough to restaurants and shops, but still return home to a quiet neighborhood. Spend the day exploring the college, visiting the ocean, or outlet shopping 15-minutes away in Freeport. Come home to watch the big game in the family room while the kids play board games in the bonus room complete with table, sleeper sofa, and television. Enjoy a long walk after dinner on the expansive nearby trail system.

Waterfront, 5 Bedroom, Spacious Home in Freeport
Large, luxury 5 bedroom home on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife, set on 3.5 acres tucked away in the woods! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility just 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

Brand new Scandinavian cottage: dock & kayaks!
Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

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!

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.

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.

Gurnet Summer Home "Beau Sejour"
Welcome to Beau Sejour. Authentic Maine property with two brand new balcony’s overhanging the ocean. Attached to the lower balcony includes a staircase- offering direct access to water/beach. A beautiful seating area and outdoor dining table rests on the upper deck, giving panoramic views of the cove and coastal wildlife. Sunrises are especially beautiful, with frequent sightings of bald eagles, osprey, and seals. An authentic Maine experience.

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!

Stone Isle. 8 acres next 2 little john preserve.
Nestled on 8 acres overlooking Casco Bay, the Stone Isle guest house has 2 bedrooms, 1 bathroom and amazing water views. The guest house includes an open plan layout with a full kitchen, living room (with sleeper sofa) and a dining table for 4. Last but not least the guest house is a 5-minute walk from a 23-acre preserve that has numerous scenic viewpoints, tide pools and ledges, and picnic tables. Coastal Maine at its best!
Popular amenities for Harpswell house rentals
House rentals with a pool

Faith Lane with community pool

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

Unique Church Stay • Sebago Lake • Pool • Fire Pit

Old Falls Retreat-4BR w Gorgeous River View & Pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

The Getaway - A River Paradise

There's No Place Like Home

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Weekly house rentals

Coastal Maine Waterfront Retreat

Captain's House near Henry Allen's Lobster Shack

Quiet Ocean View Cottage

Unique Octagonal House with Private Beach!

The Round House in Bryant Pond

Leeward Cove Coastal Retreat

The Buttermilk Cove Cottage

Maine Tide House Overlooking Kennebec River
Private house rentals

The White Oar Cottage

Maine Vacation Home on the Water

Serene Coveside Cottage

Ocean Waterfront Getaway - Sunsets, Tennis, Kayaks

The Nest on Sawyers Island

Southport, views of Christmas cove (Boothbay area)

Cozy Orr's Island Bungalow

Serene Tide: Private Retreat with Beach Nearby
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $498 NZD | $483 NZD | $421 NZD | $439 NZD | $505 NZD | $589 NZD | $661 NZD | $664 NZD | $555 NZD | $511 NZD | $463 NZD | $548 NZD |
| 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 |
Quick stats about house rentals in Harpswell

Total holiday rentals
Explore 180 holiday rentals in Harpswell

Nightly prices starting at
Harpswell holiday rentals start at $101 NZD per night before taxes and fees

Verified guest reviews
Over 3,520 verified reviews to help you choose

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

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
180 of Harpswell holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland
- Portland Museum of Art
- Rockland Breakwater Light
- Bradbury Mountain State Park
- Maine Maritime Museum
- Fortunes Rocks Beach





