A white metal bridge leading to a lighthouse on a rocky shore.

Westport Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Westport holiday rentals

Interior

Damariscotta Lakefront Cottage perfect for a relaxing getaway

Damariscotta Lakefront Cottage perfect for a relaxing getaway
Jefferson
The price is HK$2,744
HK$5,759 total
includes taxes & fees
2 Aug - 3 Aug
Damariscotta Lakefront Cottage perfect for a relaxing getaway
Living area

Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is HK$4,292
HK$6,087 total
includes taxes & fees
2 Aug - 3 Aug
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Front of property

Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is HK$1,419
HK$3,846 total
includes taxes & fees
9 Aug - 10 Aug
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Coffee/tea maker, fridge, microwave, oven

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (27 reviews)
"Close enough to BoothBay Harbour and Botanical Gardens but private and quiet get away. Very comfortable! Spacious, good appliances and bedding. I would guess very new. Loved it!"
United States
Judith
The price is HK$1,940
HK$4,353 total
includes taxes & fees
17 Jul - 18 Jul
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Interior

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (44 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
The price is HK$1,757
HK$3,171 total
includes taxes & fees
30 Jul - 31 Jul
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Fridge, microwave, oven, stovetop

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, (50 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is HK$2,222
HK$4,695 total
includes taxes & fees
18 Jul - 19 Jul
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Interior

Unique ISLAND Living off the grid -Waterfront cottage

Unique ISLAND Living off the grid -Waterfront cottage
Friendship
10.0 out of 10, Exceptional, (28 reviews)
"We love coming here and once again we had a wonderful week! The outside world melts away when you’re on Friendship Long Island."
United States
Cheryl C.
The price is HK$2,156
HK$3,905 total
includes taxes & fees
4 Aug - 5 Aug
Unique ISLAND Living off the grid -Waterfront cottage
Beach nearby

Across the road from Pemaquid Beach — wooded king-bed cabin

Across the road from Pemaquid Beach — wooded king-bed cabin
Pemaquid Beach
10.0 out of 10, Exceptional, (19 reviews)
"Great little place. Loved the area."
United States
Rob S.
The price is HK$1,681
HK$2,858 total
includes taxes & fees
19 Jul - 20 Jul
Across the road from Pemaquid Beach — wooded king-bed cabin
Beach nearby

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great beach cottage !"
United States
Gwen M.
The price is HK$1,509
HK$2,832 total
includes taxes & fees
19 Jul - 20 Jul
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Terrace/patio

Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
The price is HK$706
HK$1,196 total
includes taxes & fees
20 Jul - 21 Jul
Get in touch with nature.
Exterior

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, (154 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is HK$1,011
HK$1,273 total
includes taxes & fees
28 Jul - 29 Jul
Large suite/private bath/private entrance on quiet street near Thomas Bay
Exterior

Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.8 out of 10, Exceptional, (17 reviews)
"Great central location"
United States
Bruce O.
The price is HK$1,278
HK$2,445 total
includes taxes & fees
20 Jul - 21 Jul
Spacious 1 Bedroom Cottage Close to Everything 3
2 bedrooms, iron/ironing board, bed sheets

Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (3 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is HK$980
HK$2,086 total
includes taxes & fees
22 Jul - 23 Jul
Cheerful Cottage with Loft 9
Interior

Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (24 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
The price is HK$1,356
HK$2,539 total
includes taxes & fees
20 Jul - 21 Jul
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
West Gardiner
9.8 out of 10, Exceptional, (19 reviews)
"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 HK$1,959
HK$3,964 total
includes taxes & fees
29 Jul - 30 Jul
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
Terrace/patio

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Bath
8.8 out of 10, Excellent, (16 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is HK$1,604
HK$1,996 total
includes taxes & fees
19 Jul - 20 Jul
Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees.
Terrace/patio

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is HK$2,438
HK$5,802 total
includes taxes & fees
19 Jul - 20 Jul
Luxury Yurt at Seaside Farm in Friendship
Property grounds

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

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is HK$2,574
HK$4,219 total
includes taxes & fees
19 Jul - 20 Jul
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (64 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is HK$2,312
HK$3,742 total
includes taxes & fees
19 Jul - 20 Jul
Centerview cottage
Interior

Vacation Creation Downtown Brunswick 2King Beds

Vacation Creation Downtown Brunswick 2King Beds
Brunswick
9.6 out of 10, Exceptional, (19 reviews)
"Easy to rent."
United States
Alan B.
The price is HK$2,861
HK$5,177 total
includes taxes & fees
20 Jul - 21 Jul
Vacation Creation Downtown Brunswick 2King Beds
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

Ocean Gate Inn

Ocean Gate Inn

10/10 Excellent
"Our room was clean, but since it was overlooking the water, had a rather musty smell when we first arrived. We were able to air it out. I notified staff and they informed us that the building we were in is next on the rehab list, hopefully removing that musty smell when first arriving. The balcony view was first rate. Breakfast was great! Only drawback: carrying suitcases up the stairs!"
Janet 1-night trip
Posted 1 hour ago
Ocean Gate Inn

Find out more about Westport

Search for holiday rentals in Westport on Expedia! You can easily find your home rentals, villas, holiday apartments in Westport 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 Westport!

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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This holiday home rental outside of Westport is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Westport?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Westport stay.

What can I see and do in Westport?

Brooks Point and Long Ledge are a couple of lovely local spots to get outside and enjoy nature. Hodgdon Island and Coastal Maine Botanical Gardens 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.