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West Southport Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for West Southport holiday rentals

A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

1. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (126 reviews)
"A delightful, restful place to come home to after our daytime adventures. Wendy was great to work with"
United States
jennifer r.
The price is NZ$586
includes taxes & fees
1 Nov - 2 Nov
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

2. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (63 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is NZ$957
includes taxes & fees
18 Oct - 19 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

3. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is NZ$644
includes taxes & fees
19 Oct - 20 Oct
Boothbay Harbor, 2-Story Cottage, downtown
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

4. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$1,036
includes taxes & fees
24 Oct - 25 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

5. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is NZ$426
includes taxes & fees
18 Oct - 19 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

6. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is NZ$701
includes taxes & fees
1 Nov - 2 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A two-story house with a covered porch, a garage, and a front yard with potted plants.

7. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (175 reviews)
"Jeff and Susan are excellent hosts. They are very thoughtful and the little extras they provide really set their place a part from others."
United States
Miranda
The price is NZ$222
includes taxes & fees
3 Nov - 4 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
A large industrial facility with multiple cranes and a prominent American flag.

8. Top floor loft apartment in downtown Bath

Top floor loft apartment in downtown Bath
Bath
9.4 out of 10, Exceptional, (8 reviews)
"Great location!"
United States
James E.
The price is NZ$403
includes taxes & fees
9 Nov - 10 Nov
Top floor loft apartment in downtown Bath
A cabin with a large wooden barrel-shaped structure attached to the main building, featuring a warm interior light.

9. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is NZ$880
includes taxes & fees
25 Oct - 26 Oct
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
A wooden deck with a view of a lake and trees.

10. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is NZ$683
includes taxes & fees
19 Oct - 20 Oct
1920s Riverfront Cottage – Historic Maine Charm
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

11. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is NZ$876
includes taxes & fees
1 Nov - 2 Nov
Award Winning Luxury Carriage House a short stroll from town!
A wooden staircase with a wooden railing, surrounded by green foliage.

12. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is NZ$335
includes taxes & fees
18 Oct - 19 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A fenced garden area with a wooden gate, surrounded by greenery and trees.

13. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is NZ$1,026
includes taxes & fees
18 Oct - 19 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

14. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is NZ$999
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A spacious living room with a wooden staircase, a dining area with chairs, and a cozy seating area with a plaid sofa.

15. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.6 out of 10, Exceptional, (4 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is NZ$974
includes taxes & fees
24 Oct - 25 Oct
Sweet comfy cottage on Small Point Road
Two Adirondack chairs facing a body of water with a bridge in the background.

16. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is NZ$526
includes taxes & fees
27 Oct - 28 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A white two-story house with a symmetrical facade, a central entrance, and a small porch.

17. Historic Bath's, Home Away from Home

Historic Bath's, Home Away from Home
Bath
9.0 out of 10, Wonderful, (4 reviews)
"My husband and I stayed at this property with our adult daughter and found it to be a quiet and comfortable place. It was very convenient to the downtown area and waterfront; within walking distance for those who do not have any disabilities, but adequate parking for anyone needing to use a car also."
United States
Roberta M.
The price is NZ$593
includes taxes & fees
28 Oct - 29 Oct
Historic Bath's, Home Away from Home
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

18. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is NZ$918
includes taxes & fees
3 Nov - 4 Nov
3 Bedroom Happy Cottage 15
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

19. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is NZ$2,023
includes taxes & fees
18 Oct - 19 Oct
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

20. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is NZ$496
includes taxes & fees
25 Oct - 26 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Southport Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

8/10 Good
"It was clean. Staff were helpful and friendly. Breakfast was poor."
Allison 5-night trip
Posted 3 hours ago
Flagship Inn and Suites

Find out more about West Southport

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our West Southport holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up West Southport. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in West Southport. Seeing all the best attractions is bound to make you fall in love with West Southport. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in West Southport short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in West Southport?

Yes, there are holiday rentals close to the most popular sights in West Southport, or you can select a more secluded option if you're looking for a relaxing stay. West Southport is known for its monuments and museums.

What are some of the best holiday rentals that West Southport has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of West Southport is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in West Southport?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your West Southport stay.

What’s there to see and do in West Southport?

Explore the area and cultural attractions such as Hendricks Hill Museum, or visit one of the family-friendly sights such as Maine Maritime Museum. Burnt Island Living Lighthouse and Boothbay Harbor Marina are a couple of places you'll find in the wider area.

What’s a holiday rental in West Southport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Southport. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.