Harpswell holiday homes, Maine: Houses & more

Select from 90 homes, 49 cottages and other holiday rentals in Harpswell to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a hot tub. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Harpswell

Showing deals for:3 Oct - 10 Oct

Wonderful

(25 reviews)

Waterfront Cottage

Brunswick, ME

8% off

S$387 per night

includes taxes & fees

Gather round, make memories worth remembering in warm, spacious cherry kitchen.

Exceptional

(35 reviews)

Cool 5BR / 2 BA Family Getaway Near Maine's Best Ocean Beaches

Georgetown, ME

8% off

S$264 per night

includes taxes & fees

There is a fenced in yard for dogs now (that is not in this photo)

Exceptional

(40 reviews)

“The Beach House” Peaks Island Oceanfront Cottage

Peaks Island, ME

8% off

S$1,484 per night

includes taxes & fees

View of house from the ocean. Casco Bay. Deep water frontage. Great Fishing.

Exceptional

(23 reviews)

Luxury Oceanfront, High Quality, Private, 5 Bedroom, 4 Bath, Sailing, & More....

Phippsburg, ME

8% off

S$1,823 per night

includes taxes & fees

Exceptional

(11 reviews)

Island Home Minutes Away from beaches, hiking, kayaking, or seaside dining

Orrs Island, ME

7% off

S$444 per night

includes taxes & fees

Exceptional

(44 reviews)

Historic Boathouse over Water, Stunning View, Private Pier + Dock + Mooring

Wiscasset, ME

8% off

S$1,407 per night

includes taxes & fees

Treetops - invites you to come share our rich family history on Orr's Island.

Exceptional

(26 reviews)

Amazing Sunsets and Ocean Views on Beal's Cove, Private Water Access with Dock

Orrs Island, ME

8% off

S$667 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Harpswell

Showing deals for: 29 Sept - 2 Oct

Beautiful Oceanfront House- Stunning Water Views

Sleeps 6 · 4 bedrooms · 3 bathrooms

for 3 nights, 1 home

S$481 per night

includes taxes & fees

Large beautiful ocean front studio with private dock

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

S$481 per night

includes taxes & fees

Laurel Shore Cottage with Seasonal Private Tidal Dock, Pet friendly.

Sleeps 4 · 1 bedroom · 1 bathroom

for 3 nights, 1 cottage

S$609 per night

includes taxes & fees

Blue Lobster! 2-bedroom house with Heat, AC, Deck and Seasonal Dock in Harpswell

Sleeps 6 · 2 bedrooms · 1+ bathroom

for 3 nights, 1 home

S$539 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Take in the picturesque beauty of Harpswell

The island views and mountains provide a pleasant backdrop to your holiday home in Harpswell. Travellers to this relaxing city praise the hiking, seafood restaurants and skiing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Harpswell

Are you looking for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Harpswell a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

Paddleworks (3.4 mi / 5.4 km)
Land's End Gift Shop (6.4 mi / 10.3 km)
Maine State Aquarium (15.6 mi / 25.2 km)
Boothbay Golf Course (16.8 mi / 27 km)
Maine Wildlife Park (20.3 mi / 32.7 km)
Happy Wheels Skate Center (20.8 mi / 33.5 km)

Exploring the natural landscape of Harpswell

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Harpswell. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Thomas Point Beach (6.9 mi / 11.1 km)
Casco Bay (7.8 mi / 12.5 km)
Popham Beach (9.1 mi / 14.6 km)
Desert of Maine (11 mi / 17.6 km)
Coastal Maine Botanical Gardens (15.1 mi / 24.3 km)
Sand Beach (16.2 mi / 26.1 km)

How to get to and around Harpswell

The nearest airport is in Wiscasset, ME (ISS), located 16.2 mi (26.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Portland, ME (PWM-Portland Intl. Jetport), which is 21 mi (33.8 km) away.

Frequently asked questions

What is the best area to stay in Harpswell when booking a holiday rental?

One of the more popular neighbourhoods to get a Harpswell holiday home is Cundys Harbour. When you book your Vrbo holiday property, you will have the entire place to yourself. That means you don't have to share it with anyone except for your favourite people.

What is the most popular type of holiday rental accommodation in Harpswell?

The most desirable types of holiday rentals in Harpswell are houses. Ready for more choices? Vrbo has numerous options to match our guests' unique requirements, so you'll see holiday properties in lots of shapes and sizes. The ideal home away from home is waiting for you --- get hold of yours today.

How much does it cost to rent a holiday rental in Harpswell?

The average price for a holiday home in Harpswell depends on a number of factors, such as property type, length of stay and time of year. Whether you're thinking about a sprawling villa with lots of bedrooms or a quaint cabin perfect for just you and the kids, just enter your dates of travel to discover stays with unbeatable value.

How much does it cost to rent a beach house in Harpswell?

The average price for a holiday rental close to the beach in Harpswell depends on when you're travelling and the type and size of property you're looking for. You can easily find prices on Vrbo by entering your destination and travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.

Are there pet-friendly holiday rentals in Harpswell?

With 200 properties that host four-legged guests, your little buddy can also come along on your Harpswell holiday. Use the filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.

Can I rent a house with a pool in Harpswell?

Add a whole new level of fun to your adventure by booking your crew into one of the eight houses with a private pool in Harpswell. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splashing about in a swimming pool that's only for you.

What are popular rental amenities in Harpswell?

Some of the most popular rental amenities guests are looking for in Harpswell are a garden, an ocean view and nearby museums. Whether you're on the road with family, friends or even pets, Vrbo holiday properties feature the best amenities for starting a new adventure with your loved ones.

Are there large group holiday rentals in Harpswell?

With 37 properties that can sleep 10 people or more in Harpswell, you won't have to leave anyone off your guest list. From family get-togethers to events like birthday parties and weddings, Vrbo can help you find a large group rental to match the occasion.

Are there holiday rentals in Harpswell that welcome kids?

With 199 family-friendly holiday homes available in Harpswell, now is the perfect time to introduce the kiddos to the pleasures of travel. Simply click on our "Properties good for families" filter box to search for stays packed with amenities perfect for families on the move, such as dining rooms, patios, hot tubs and bunk beds.

What are the top attractions for families in Harpswell?

Keep the kids busy at these awesome family-friendly attractions in Harpswell:

Thomas Point Beach
Wolfes Neck Farm
Brunswick Naval Aviation Museum

Are there one-bedroom holiday rentals in Harpswell?

Yes, there are 36 one-bedroom properties in Harpswell to choose from. A one-bedroom holiday rental is an excellent choice if it's only the two of you or if you're flying solo. Throw in more privacy, convenience and space compared to a hotel, and you've got yourself an unforgettable break.

Can I find two-bedroom holiday rentals in Harpswell?

Take off with your loved ones and enjoy peace, privacy and comfort in one of the 43 two-bedroom holiday properties Harpswell has to offer.

Are there holiday rentals with WiFi in Harpswell?

Harpswell has 86 holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to posting pics on social media, these Vrbo homes make it easy to get online.

How can I find holiday rentals with air conditioning in Harpswell?

Select your dates and then make use of our filters to look for holiday rentals with air conditioning in Harpswell on Vrbo. With 52 air-conditioned properties on offer here, you can look forward to a cool and comfortable trip.

How old do you have to be to rent a holiday rental in Harpswell?

It's a good idea to check with the Harpswell holiday rental you'd like on Vrbo as the age limit differs. However, generally it's 16, 18 or 21.

How long can I rent a holiday rental in Harpswell for?

The amount of time you can book a Harpswell holiday home for is down to each property. Simply tap in your preferred travel dates to see available options offering extended stays. They have all you need to make your extended getaway more enjoyable such as laundries and air conditioning. Some holiday rentals may also offer discounted weekly or monthly prices, so you can hang around longer for less.