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West Southport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for West Southport vacation rentals

Terrace/patio

1. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very good, (13 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is ￥20,351
￥31,193 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Desk, iron/ironing board, WiFi (free), bed sheets

2. 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 ￥34,527
￥64,168 total
includes taxes & fees
Oct 18 - Oct 19
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Interior

3. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is ￥15,595
￥34,847 total
includes taxes & fees
Sep 22 - Sep 23
Modern style in historic building in downtown Bath
Property grounds

4. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (30 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 ￥26,044
￥53,376 total
includes taxes & fees
Oct 19 - Oct 20
Boothbay Harbor, 2-Story Cottage, downtown
Outdoor dining

5. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Bath
8.2 out of 10, Very good, (29 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is ￥18,754
￥29,300 total
includes taxes & fees
Sep 23 - Sep 24
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
Property grounds

6. 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 ￥21,053
￥32,127 total
includes taxes & fees
Sep 22 - Sep 23
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio

7. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.6 out of 10, Excellent, (9 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is ￥24,172
￥36,037 total
includes taxes & fees
Oct 13 - Oct 14
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Property grounds

8. Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!

Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!
Bath
8.0 out of 10, Very good, (19 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is ￥19,301
￥29,726 total
includes taxes & fees
Sep 28 - Sep 29
Captain's House. The fall in Maine! Enjoy the colors, weather & quality air!
Coffee/tea maker, fridge, microwave, stovetop

9. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is ￥17,816
￥39,206 total
includes taxes & fees
Sep 21 - Sep 22
Spacious 1 Bedroom Cottage Close to Everything 5
Terrace/patio

10. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.8 out of 10, Excellent, (3 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is ￥22,457
￥33,317 total
includes taxes & fees
Sep 25 - Sep 26
Renovated The Driftwood Cabin at White Anchor Inn
Coffee/tea maker, fridge, microwave, oven

11. 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, (62 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is ￥37,755
￥85,859 total
includes taxes & fees
Sep 23 - Sep 24
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining

12. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
8.6 out of 10, Excellent, (4 reviews)
"We recently stayed at the Tiny Cottage in Edgecomb, Maine, and truly enjoyed our visit. Except for a small initial issue, which was promptly and professionally addressed, everything was wonderful. The location is perfect for exploring the area, and the cottage itself was spotless, comfortable, and well-maintained. A lovely and relaxing getaway spot!"
United States
Elaine
The price is ￥14,690
￥33,966 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Cottage Near Everything 10
Terrace/patio

13. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is ￥22,575
￥73,325 total
includes taxes & fees
Sep 20 - Sep 21
Tide Haven Cottage on Bay Point
TV

14. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.4 out of 10, Exceptional, (9 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is ￥16,375
￥32,435 total
includes taxes & fees
Sep 29 - Sep 30
Mid Coast Getaway w/ water views
Smart TV, DVD player, books, video library

15. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (69 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is ￥22,316
￥47,273 total
includes taxes & fees
Sep 22 - Sep 23
A Spacious Vacation Cottage in Sheepscot Harbour
TV, fireplace, books

16. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is ￥10,314
￥43,097 total
includes taxes & fees
Sep 23 - Sep 24
1 Mi to Maine Street! MCM-Style Home in Brunswick
Exterior

17. 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, (170 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is ￥21,677
￥27,028 total
includes taxes & fees
Sep 21 - Sep 22
Large suite/private bath/private entrance on quiet street near Thomas Bay
2 bedrooms, iron/ironing board, bed sheets

18. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is ￥17,778
￥39,293 total
includes taxes & fees
Oct 19 - Oct 20
Cheerful Cottage with Loft 9
Pool

19. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
The price is ￥36,960
￥46,719 total
includes taxes & fees
Sep 28 - Sep 29
Harold Room 8 | 2 Queens + Gable Windows
TV

20. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is ￥24,562
￥42,209 total
includes taxes & fees
Sep 29 - Sep 30
2 bedroom w/ expansive water views
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

Moonlight Inn

Moonlight Inn

8/10 Good
"A retro classic, nothing modern. Good for a business overnighter. But housekeeping along the floor corners and sinks in the bathroom could be better."
Myles 1-night trip
Posted 4 hours ago
Moonlight Inn

Find out more about West Southport

Search for holiday rentals in West Southport on Expedia! You can easily find your home rentals, villas, holiday apartments in West Southport using one of the methods below:

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Look no further and take a look at our great range of rental properties in West Southport!

Frequently asked questions

Are there vacation rentals in West Southport?

Yes, we give you a choice of vacation rentals close to well known local attractions 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 vacation home rentals that West Southport has to offer?

Beautiful house on the Harpswell Peninsula over looking Casco Bay: This vacation home rental outside of West Southport is located by the ocean and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in West Southport?

With 3 Expedia vacation rentals, you're sure 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 a family-friendly sight such as Maine Maritime Museum. Burnt Island Living Lighthouse and Boothbay Harbor Marina are a couple of places you'll find in the larger area.

What’s a vacation rental in West Southport like?

Vacation rentals are private properties you can book for short or long periods in West Southport. Vacation rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.