Westport Holiday Rentals

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Holiday Rentals in Westport

Holiday Home in Westport

8.4 out of 10, Very good, (49)
"This home was absolutely stunning! Beautiful inside, amazing view of the water. I loved sitting out on the porch so much. I would highly recommend!"
United States
Brian Q.
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Holiday Home in Westport Island

9.6 out of 10, Exceptional, (40)
"The house was large enough for what we needed (4 couples and 4 grandkids!) for quiet times. And there were many areas we could comfortably meet together as a family. The property is huge and we loved the firepit, pool, dock and kayaks. We will be returning next year!"
United States
Melody C.
Make Shimmering River Retreat your Maine Coastal getaway!

Holiday Home in Westport

10.0 out of 10, Exceptional, (97)
"A beautiful home in a beautiful place. Perfect for large families."
United States
John M.
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Cottage in Westport Island

WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

Apartment in Boothbay

10.0 out of 10, Exceptional, (101)
"Had a great stay! Such a beautiful secluded spot, but also close to boothbay harbor and a lot of other Maine coast activities. The apartment itself was clean and nice and everything was smooth and easy. Would definitely stay here again!"
United States
Richard L.
Last minute deal Ocean Point OCEANFRONT with private BEACH

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (20)
"We loved our stay in Boothbay. The cottage was clean and comfortable, location was ideal, easy walk into town and to the park. Everything was fantastic, would highly recommend. "
United States
Emma D.
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Holiday Home in Georgetown

9.8 out of 10, Exceptional, (44)
"Amazing views and good location "
United States
Adriana R.
Oceanfront Cabin-Castle in Maine Woods

Holiday Home in Bath

8.2 out of 10, Very good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
Captain's Guest Room w/private bath. Walk to everything.

Apartment in Harpswell

9.6 out of 10, Exceptional, (170)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage

Holiday Home in Bailey Island

10.0 out of 10, Exceptional, (234)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Holiday Home in Boothbay Harbor

9.2 out of 10, Wonderful, (100)
"Great views from backyard and living room. Others have described the place as rustic, which is fair as regards wood flooring, paneling and rugs. But beds, sofas and chairs are very comfortable. Heating wasn’t working on the second floor, but they sent someone to look at it almost immediately. Although they couldn’t fix it during our stay, they gave us a fair partial refund."
United States
Daniel
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Cottage in West Gardiner

9.8 out of 10, Exceptional, (15)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
The price is NZ$519
includes taxes & fees
4 Dec - 5 Dec
Waterfront 2br/2ba cottage

Holiday Home in Boothbay Harbor

10.0 out of 10, Exceptional, (104)
"Lovely home and perfect location"
United States
Sara A.
Peaceful Lake Waterfront! Automatic backup Generator! Full Kitchen! Heat & A/C

Holiday Home in Bremen

10.0 out of 10, Exceptional, (79)
"Great place room for everyone. Hot tub was great. Lots of outdoor space and activities."
United States
Lucie F.
Quintessential Maine Oceanfront home

Holiday Home in Wiscasset

7.8 out of 10, Good, (9)
"Fit our needs perfectly!"
United States
Aimee K.
Peaceful home with forest views & great yard - minutes to town

Cabin in Georgetown

10.0 out of 10, Exceptional, (58)
"Our first time to Maine was one to remember. Every detail was well thought out and the communication before, during, and after was amazing. Hope to come back one day!"
United States
Seth L.
Wiggleswick Cottage; A Dogs Welcome Certified Property! 11/28-12/1 availability!

Cabin in Boothbay

7.8 out of 10, Good, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is NZ$349
includes taxes & fees
4 Dec - 5 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Holiday Home in Harpswell

9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views

Condo in Boothbay

9.4 out of 10, Exceptional, (13)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is NZ$524
includes taxes & fees
2 Jan - 3 Jan 2026
Shipwright @ The Offshore House

Holiday Home in South Bristol

9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is NZ$833
includes taxes & fees
7 Dec - 8 Dec
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
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 Westport Hotel Reviews

Find out more about Westport

Everything you need to know about Westport 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 Westport 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 Westport holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westport holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westport. 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 Westport 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 Westport holiday rentals we have selected for you start as low as NZ$349 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport 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 Westport 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 Westport 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 Westport. 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

Can I find a holiday rental in Westport?

Yes, there are holiday rentals close to the most popular sights in Westport, or you can select a more secluded option if you're looking for a relaxing stay.

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

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This highly rated holiday home rental in Westport 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 Westport.

How many holiday rentals are there in Westport?

With 14 Expedia holiday rentals, you're guaranteed to find just the right place for your Westport stay.

What can I see and do in Westport?

Long Ledge and Brooks Point are a couple of lovely local spots to get outside and enjoy nature. Coastal Maine Botanical Gardens and Montsweag Flea Market are a couple of places you'll find in the wider area.

What are holiday rentals like in Westport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westport. Holiday rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.