Southport holiday rentals

We found 718 holiday rentals — enter your dates for availability
Select from 26 homes, 27 cottages and other holiday rentals in Southport to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Southport

Showing deals for:11 Dec - 18 Dec

Living area
Living area
Interior
Celebrate Christmas here with your family.
Exceptional
(54 reviews)

Driftwood Beachfront Luxury Home Magnificent Ocean Views

Phippsburg

8% off
AU$8,231
for 7 nights, 1 home
AU$1,176 per night
includes taxes & fees
Driftwood Beachfront Luxury Home Magnificent Ocean Views
Private kitchen
Property grounds
Dining
Interior
Exceptional
(61 reviews)

Waterfront Cottage on Cove with Private Dock, Kayaks & Fire Pit

Trevett

8% off
AU$2,872
for 7 nights, 1 home
AU$410 per night
includes taxes & fees
Waterfront Cottage on Cove with Private Dock, Kayaks & Fire Pit
Exterior detail
Exterior
Room
Living area
Exceptional
(10 reviews)

Quiet waterfront serenity awaits!

Georgetown

8% off
AU$4,994
for 7 nights, 1 home
AU$713 per night
includes taxes & fees
Quiet waterfront serenity awaits!
Interior
Private kitchen
Private kitchen
Living area
Exceptional
(24 reviews)

New home in Boothbay, downtown Boothbay harbor is located about a mile away.

Boothbay

8% off
AU$2,222
for 7 nights, 1 home
AU$317 per night
includes taxes & fees
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Upstairs master bedroom view
Outdoor dining
Kitchen
Front yard
Exceptional
(36 reviews)

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor

8% off
AU$3,769
for 7 nights, 1 home
AU$538 per night
includes taxes & fees
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Living room to kitchen.
Aerial view of condo on the left side.
Kitchen with granite counter top and high top seating.
Outdoor dining
Exceptional
(9 reviews)

Beautiful Condo on Ocean Cove - Easy walk to harbor-side town

Boothbay Harbor

8% off
AU$4,380
for 7 nights, 1 apartment
AU$626 per night
includes taxes & fees
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Settle & relax on the deck, flagstone patio, or 'round the fire pit--
Sea-air nourishes our flowerbox blossoms all summer--
Relax with friends around the fireplace in the Livingroom.
Charming on your arrival...
Exceptional
(94 reviews)

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

New Harbor

7% off
AU$1,972
for 7 nights, 1 home
AU$282 per night
includes taxes & fees
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Living area
Exterior
Back deck and screen porch
Screen porch
Exceptional
(9 reviews)

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

East Boothbay

8% off
AU$3,870
for 7 nights, 1 home
AU$553 per night
includes taxes & fees
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

  • 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

The friendly area of Southport awaits your stay

The ocean views and gardens provide a pleasant backdrop to your holiday home in Southport. This city's boating, canoeing and golfing attract many visitors, as does its welcoming and relaxing location. 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 Southport

Do you want to find attractions to visit while you're in town? Travellers enjoy Southport for its boating, canoeing and golfing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Southport has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Maine State Aquarium (0.9 mi / 1.4 km)
  • Boothbay Golf Course (2.9 mi / 4.7 km)
  • Pemaquid Craft Co-op (8.2 mi / 13.3 km)

Exploring the natural features in Southport

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Southport. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Coastal Maine Botanical Gardens (2.2 mi / 3.5 km)
  • Cabbage Island (2.6 mi / 4.2 km)
  • Linekin Bay (2.7 mi / 4.4 km)
  • Grimes Cove Beach (3.6 mi / 5.8 km)
  • Pemaquid Beach Park (7.2 mi / 11.6 km)
  • Pemaquid Point Lighthouse Park (7.6 mi / 12.2 km)

How to get to and around Southport

The nearest airport is in Wiscasset, ME (ISS), located 8.9 mi (14.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Portland, ME (PWM-Portland Intl. Jetport), which is 35.2 mi (56.6 km) away.

Frequently asked questions

What is the best area to stay in Southport when booking a holiday rental?
When considering the best area to stay in Southport, Maine for a holiday rental, the neighbourhood of Boothbay is an excellent choice. This charming area is renowned for its stunning coastal views and vibrant maritime atmosphere. Visitors will find a delightful array of properties, ranging from quaint cottages to more luxurious homes, allowing for a variety of holiday experiences.One of the top attractions in Boothbay is the Boothbay Railway Village, where you can step back in time and explore a collection of historic buildings and a working steam train. Additionally, the Coastal Maine Botanical Gardens offers a breathtaking display of flora and beautifully landscaped grounds, great for leisurely strolls and family outings.Another noteworthy area is Southport Island itself, which features a more tranquil and picturesque setting. Here, you can enjoy the serene beauty of nature while being close to the Southport Yacht Club, a lovely spot for sailing enthusiasts. The island is dotted with charming rental properties that provide a peaceful retreat after a day of exploring.
Where are the best areas for renting a beach house in Southport?
For renting a beach house in Southport, the area around Southport Island offers some delightful options. Properties along the coastline, particularly near the Southport Yacht Club, provide scenic views of the water and easy access to boating activities. Many of these beach houses feature amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens ideal for preparing fresh seafood caught from the nearby waters.Additionally, the nearby coastal area of Boothbay Harbor is just a short drive away and presents further choices for beach rentals. Here, you can find charming cottages and larger family homes with private beach access, as well as amenities like kayaks and bicycles for exploring the shoreline. The local shops and restaurants in Boothbay Harbor enhance the experience, providing convenient dining options and local attractions.Further along the coast, the scenic landscapes around the Ocean Point area are great for those seeking a quieter retreat. Rentals here often include features such as waterfront views, gardens, and community access to private beaches.
What is the most popular type of holiday rental accomodation in Southport?
In Southport, holiday houses are the most popular type of holiday rental, with about 60 available across the island. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many holiday houses also come with outdoor spaces, such as decks or patios, where guests can enjoy the beautiful coastal surroundings. Additionally, there are around 48 cottages that provide a charming, rustic feel, great for those seeking a peaceful retreat. Several cabins and apartments are also available, offering a range of options to suit different preferences.
Are there any family house rentals in Southport?
In Southport, Maine, there are plenty of family-friendly house rentals available, with around 28 options to choose from. This picturesque coastal area is great for families looking to enjoy quality time together. Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can find homes with amenities such as private decks or patios, offering lovely views of the surrounding scenery. Additionally, some accommodations may feature recreational facilities, like game rooms or access to nearby beaches, which provide endless opportunities for fun and relaxation.The neighbourhood is close to various attractions, including the scenic Southport Island and the nearby Boothbay Harbor, where families can partake in activities like whale watching, kayaking, and exploring charming shops and restaurants.
Can I rent a holiday home with a pool or hot tub in Southport?
In Southport, Maine, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque coastal town offers a serene atmosphere, ideal for those looking to relax by the water. Many of these properties are located near the shoreline, providing easy access to beautiful views and outdoor activities.Travellers can expect a variety of amenities in these rentals, including private swimming pools, inviting hot tubs, outdoor seating areas, and fully equipped kitchens for convenient meal preparation. Some homes may also offer additional features such as large decks, gardens, and proximity to local attractions, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Southport?
In Southport, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, ideal for families or groups looking to enjoy a comfortable stay.The neighbourhood offers a charming coastal atmosphere, with easy access to beautiful beaches and scenic walking trails. Pet owners will appreciate the nearby parks and waterfront areas where they can enjoy leisurely strolls with their pets, as well as local shops and eateries that are often pet-friendly.
Are there any remote work holiday rentals in Southport?
In Southport, Maine, there are numerous options for remote work holiday rentals, with around 105 available to choose from. This picturesque coastal area is great for those looking to blend work and leisure. Many properties boast amenities that cater to remote workers, including complimentary Wi-Fi, ensuring a seamless connection for meetings and online tasks.Travellers can expect a variety of accommodations, from charming cottages to spacious homes, often featuring dedicated workspaces or comfortable desk areas. The serene surroundings provide a peaceful atmosphere for productivity, while also allowing for breaks by the water or exploring the beautiful coastline.In addition to the work-friendly amenities, Southport offers a tranquil setting with nearby local attractions such as the Southport Island Lighthouse and the scenic Boothbay Harbor, which is just a short drive away. Here, you can find delightful dining options and shops to explore during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Southport?
In Southport, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking for convenience, making it easy for travellers to explore the area. A coffee and tea maker is a common feature, great for enjoying a warm beverage while taking in the serene surroundings. Additionally, rentals often come with a deck or patio, providing a lovely outdoor space to relax and unwind, often with beautiful views of the coastal scenery.
When is the best time to visit Southport for a holiday rental?
The best time to visit Southport for a holiday rental is during the summer months, particularly in July, when the area is alive with activity and charm. This peak season, spanning from June to August, attracts travellers seeking a picturesque coastal experience, with opportunities for swimming, sailing, and exploring the stunning beaches that Southport is known for.In July, visitors can relish warm temperatures averaging around 20 to 25 Celsius, great for outdoor adventures and leisurely strolls along the shoreline. The vibrant setting during this time is further enhanced by local events and festivals that showcase the region's rich maritime culture.For those who prefer a quieter getaway, consider November, when the tourist crowds have thinned, offering a more peaceful retreat. This off-peak month allows for a serene exploration of Southport's natural beauty, making it an ideal time for scenic walks and enjoying the stunning autumnal landscape.
What are the top attractions in Southport?
In Southport, visitors can enjoy a variety of attractions that highlight the area's natural beauty and maritime heritage. The iconic Southport Island Lighthouse, also known as the Cape Newagen Lighthouse, offers picturesque views and a glimpse into the region's nautical history. Additionally, the nearby Boothbay Harbor provides a charming waterfront with shops, restaurants, and opportunities for whale watching and boat tours.The Southport Historical Society is another point of interest, showcasing local history and artefacts that reflect the island's past. For those who appreciate the outdoors, the numerous walking trails and serene beaches, such as the picturesque Southport Beach, invite leisurely strolls and relaxing days by the sea. The area is also known for its seafood dining, with local eateries offering fresh catches and a taste of Maine's culinary delights.
Are all fees included in the Southport holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Southport holiday homes with parking?
Stayz offers a wide selection of holiday homes in Southport with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Southport holiday homes?
You can find great discounts on holiday homes in Southport on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Southport holiday home booking on Stayz?
To find Southport holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Southport?
A long-stay holiday home in Southport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Southport holiday home?
Book your Southport holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Southport?
Prices for holiday homes in Southport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Southport to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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