Southport holiday rentals

We found 720 holiday rentals — enter your dates for availability
Select from 29 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:13 Nov - 20 Nov

Fitness facility
Property grounds
Dining
Living Room with gas fireplace
Exceptional
(27 reviews)

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol

8% off
S$5,293
for 7 nights, 1 home
S$756 per night
includes taxes & fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Interior
Private kitchen
Private kitchen
Living area
Exceptional
(22 reviews)

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

Boothbay

8% off
S$2,104
for 7 nights, 1 home
S$301 per night
includes taxes & fees
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Exterior detail
Exterior
Private kitchen
Room
Exceptional
(10 reviews)

Quiet waterfront serenity awaits!

Georgetown

8% off
S$4,826
for 7 nights, 1 home
S$689 per night
includes taxes & fees
Quiet waterfront serenity awaits!
King bedroom. Newly renovated.
The home has amazing natural light
in-home laundry and dryer located in the butlers pantry
butlers pantry equipped with kitchen necessities, outdoor plates & more
Exceptional
(24 reviews)

The Farmhouse - Boothbay Harbor

Boothbay Harbor

8% off
S$3,696
for 7 nights, 1 home
S$528 per night
includes taxes & fees
The Farmhouse - Boothbay Harbor
Living area
Exterior
Living area
Screen porch
Exceptional
(8 reviews)

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

East Boothbay

8% off
S$3,732
for 7 nights, 1 home
S$533 per night
includes taxes & fees
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Private kitchen
Property grounds
Property grounds
Interior
Exceptional
(29 reviews)

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

8% off
S$1,835
for 7 nights, 1 home
S$262 per night
includes taxes & fees
Boothbay Harbor, 2-Story Cottage, downtown
Outdoor dining
Aerial view of condo on the left side.
Living room.
Kitchen with granite counter top and high top seating.
Exceptional
(9 reviews)

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

Boothbay Harbor

8% off
S$4,231
for 7 nights, 1 apartment
S$604 per night
includes taxes & fees
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Kitchen
Living room
Portside's deck
Kitchen
Exceptional
(73 reviews)

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Boothbay Harbor

11% off
S$3,656
for 7 nights, 1 apartment
S$522 per night
includes taxes & fees
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
Settle & relax on the deck,  flagstone patio, or 'round the fire pit--
Sea-air nourishes our flowerbox blossoms all summer--
The large lawns allow for many outdoor gatherings too!
Relax with friends around the fireplace in the Livingroom.
Exceptional
(92 reviews)

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

New Harbor

7% off
S$1,857
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
  • 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?
One of the most sought-after areas to find a Southport holiday home is Newagen. When you book your Vrbo holiday property, you'll have the entire place to yourselves. This means you won't have to share it with anybody apart from your group.
What is the most popular type of holiday rental accommodation in Southport?
According to our research, cottages are the most sought-after holiday property type in Southport. But having said that, everyone's idea of the perfect stay is bound to be different. Vrbo has holiday homes with every size, shape and budget in mind, and we'll help you to find your ideal match.
How much does it cost to rent a holiday rental in Southport?
The average price for a holiday rental in Southport depends on a number of factors, like length of stay, season and property type. Whether you're in search of a sprawling villa with space for extended family or a cosy cabin for just you and the kids, just enter your dates of travel to view stays with terrific value.
How much does it cost to rent a beach house in Southport?
Prices for beach houses in Southport may vary depending on the type and size of the property and when you plan to travel. All you have to do is enter your travel dates into Vrbo and how many guests to view your options and prices. From there you can use the filters to narrow your search by ratings, amenities and more.
Are there pet-friendly holiday rentals in Southport?
Pack a bone and a squeezy toy for your pooch because Southport has 38 stays that throw out the welcome mat to doggie guests. Let your four-legged friend get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.
What are popular rental amenities in Southport?
When it comes to rental amenities that people prefer in Southport, a swimming pool, a fireplace and nearby museums rank the highest. With Vrbo holiday homes, you'll discover options to suit your style and taste, whether you're travelling with friends, relatives or even pets.
Are there large group holiday rentals in Southport?
With three holiday rentals that can host 10 or more people in Southport, you won't have to hold back on your invites. From holidays with the extended family to special events like Christmas or New Year's Eve parties, Vrbo will help you find a large group rental that fits the occasion.
Are there holiday rentals in Southport that welcome kids?
Bring the entire family together for an adventure in Southport at one of our 38 family-friendly holiday properties. Many of these stays provide amenities that are suitable for getaways with youngsters, like kitchens, extra bedrooms and pools. Just check the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Southport?
Keep the kids occupied at these fun family-friendly attractions in Southport:
  • Boothbay Railway Village
  • Boothbay Railway Village
  • Maine State Aquarium
Are there one-bedroom holiday rentals in Southport?
You'll find seven one-bedroom properties in Southport to choose from. A one-bedroom holiday home is an excellent option if it's just you and your sweetheart or if you're holidaying solo. Toss in more space, privacy and convenience than a regular hotel, and you've got the makings of a memorable trip.
Can I find two-bedroom holiday rentals in Southport?
Gather your family and enjoy total privacy and comfort in one of the 11 two-bedroom holiday homes Southport has to offer.
Are there holiday rentals with WiFi in Southport?
Southport has seven holiday rentals with WiFi, so you'll be able to stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to checking emails, these Vrbo homes make it a cinch to go online.
How can I find holiday rentals with air conditioning in Southport?
You'll have a choice of nine holiday rentals with air conditioning in Southport offering that gentle, cool breeze and extra touch of comfort. Enter your chosen travel dates and then make use of our filters to help you find stays with air conditioning.
How old do you have to be to rent a holiday rental in Southport?
You'll have to check with the Southport holiday property you're looking at on Vrbo as the age limit differs. However, it's normally 16, 18 or 21.
How long can I rent a holiday rental in Southport for?
It really depends on the Southport property. To browse a list of options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. You can look forward to having the whole place to yourself, along with home comforts such as air conditioning, a kitchen and a backyard where the kids can run around and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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