Photo by Debbie Hall

Wiscasset Holiday Rentals

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Our top choices for Wiscasset holiday rentals

Mobile Home in Wiscasset

Tiny A-Frame Romantic Getaway
10.0 out of 10, Exceptional, (3)
"Very nice and very quiet "
United States
justin s.
The price is NZ$574
includes taxes & fees
21 Jan - 22 Jan 2026
Tiny A-Frame Romantic Getaway

Cottage in Manchester

Lighthouse Lane
10.0 out of 10, Exceptional, (70)
"Great location. Large comfy house and beds!! The back patio with bar seating ingenious! "
United States
Barbara C.
The price is NZ$534
includes taxes & fees
5 Jan - 6 Jan 2026
Lighthouse Lane
10.0 out of 10, Exceptional, (145)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is NZ$205
includes taxes & fees
29 Dec - 30 Dec
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Holiday Home in Pemaquid Beach

Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is NZ$1,050
includes taxes & fees
29 Dec - 30 Dec
Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (9)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is NZ$1,109
includes taxes & fees
30 Dec - 31 Dec
Award Winning Luxury Carriage House a short stroll from town!
10.0 out of 10, Exceptional, (10)
"Great location, great view, great house, great time"
United States
Carol P.
Charming Sheepscot Overlook Cottage
10.0 out of 10, Exceptional, (8)
"Such a great location! We could easily walk all over the cute downtown."
United States
Keisha C.
The price is NZ$379
includes taxes & fees
4 Jan - 5 Jan 2026
Modern style in historic building in downtown Bath
2.0 star property
The price is NZ$285
includes taxes & fees
2 Jan - 3 Jan 2026
Peaceful Intown Studio ~ Walk to Shops & Dining

Holiday Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is NZ$325
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Positive Outlook
8.4 out of 10, Very good, (6)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$768
includes taxes & fees
4 Jan - 5 Jan 2026
Newly Renovated Cozy Cove Cabin at White Anchor Inn
9.4 out of 10, Exceptional, (3)
"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$947
includes taxes & fees
4 Jan - 5 Jan 2026
Sweet comfy cottage on Small Point Road
10.0 out of 10, Exceptional, (81)
"Great location and excellent accommodations. Just what we needed for this quick stay. We would definitely stay here again!"
United States
J K.
The price is NZ$405
includes taxes & fees
30 Dec - 31 Dec
Two bedroom Mid Century Modern apartment in Downtown Hallowell
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is NZ$452
includes taxes & fees
1 Jan - 2 Jan 2026
Brunswick Downtown Sugar Cube next to Bowdoin
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is NZ$478
includes taxes & fees
30 Dec - 31 Dec
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is NZ$859
includes taxes & fees
29 Dec - 30 Dec
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
6.0 out of 10, (5)
"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$766
includes taxes & fees
8 Jan - 9 Jan 2026
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
8.6 out of 10, Excellent, (18)
"Great views of the from the screened porch! Lots to loons too, a big bonus!"
United States
Randy P.
The price is NZ$577
includes taxes & fees
29 Dec - 30 Dec
Cozy Cottage on water's edge of Lake Cobbosseecontee
9.6 out of 10, Exceptional, (9)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
Classic New England 1st Floor 3 BR Downtown Brunswick

Apartment in Boothbay Harbor

Captain' s Quarters by Rocky Coast Rentals
2.0 star property
10.0 out of 10, Exceptional, (7)
"We came for only days, house was cute and quaint. Everything we needed was there, close to walk into town and the owners were great. Would recommend "
United States
sarah p.
The price is NZ$1,168
includes taxes & fees
29 Dec - 30 Dec
Captain' s Quarters by Rocky Coast Rentals
9.8 out of 10, Exceptional, (43)
"House was very clean and beautiful the beach and fishing are were lovely as well very nicecstay"
United States
Lori R.
The price is NZ$501
includes taxes & fees
29 Dec - 30 Dec
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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 Wiscasset Hotel Reviews

Find out more about Wiscasset

Everything you need to know about Wiscasset holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wiscasset holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiscasset holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wiscasset holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiscasset. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiscasset holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiscasset holiday rentals we have selected for you start as low as NZ$506 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wiscasset rentals

At Expedia, we put the best Wiscasset holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wiscasset rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiscasset holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiscasset. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Wiscasset?

Yes, there are holiday rentals close to the most popular sights in Wiscasset, or you can select a more secluded option if you're looking for a relaxing stay. Wiscasset is known for its forests and waterfront. Make sure you have time to check out the seafood restaurants while you're in the area.

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

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This highly rated holiday home rental in Wiscasset is located on the beach, and has a fireplace, a patio 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 garden. Our travellers also rate Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast. as a favourite home for rent in Wiscasset.

How many holiday rentals are there in Wiscasset?

With 29 Expedia holiday rentals, you're guaranteed to find just the right place for your Wiscasset stay.

What’s there to see and do in Wiscasset?

Long Ledge and Brooks Point are a couple of scenic spots to enjoy the outdoors, whereas Lincoln County Jail Museum is one of the cultural attractions. While here, Wiscasset Historic District and Castle Tucker are other places worth a visit.

What’s a holiday rental in Wiscasset like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiscasset. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.