Waterboro Holiday Rentals

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Holiday Rentals in Waterboro

Village by the Sea

3.5 star property
9.0 out of 10, Wonderful, (516)
"Stayed obe night for a wedding held there. As a solo traveler the smallest unit was way more space than i needed. I would highly recommend this place for couples or familiy staying a week or two ir linger. "
Village by the Sea

Amazing Beach House! 5 Bedroom across the Ocean!

10.0 out of 10, Exceptional, (102)
"Great house, great location. Everyday things were there, truly a gem!"
Amazing Beach House! 5 Bedroom across the Ocean!

Pet-friendly Waterfront Cottage: On-site Bunkhouse

3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (98)
"Great oceanfront location for a relaxing girls getaway. We enjoyed walking the beach and collecting shells. Great location to start from to see other cities in the area. Best part was watching the sunrise in the morning from the balcony. "
Gorgeous ocean-front home with stunning beach views

STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

9.8 out of 10, Exceptional, (52)
"Wonderful property on ideal beach location. Excellent communication with the host . "
STUNNING NEW BEACHSIDE LISTING DIRECTLY ON WELLS BEACH: 9/28-10/3 OPEN NOW!

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (57)
"Cute and cozy antique home within walking distance to downtown Kennebunkport. We had three girls staying there for a girls weekend, and even though the house can sleep more than that, I think it would have felt cramped, so keep that in mind. The host was very responsive to our communications. The house was super clean and she included a bunch of nice little *sweet* touches throughout :-)"
The price is AU$912
includes taxes & fees
16 Dec - 17 Dec
Historic Kennebunkport home only 0.3 miles to Dock Square

Dog-friendly cottage with amazing sunset views, across the street from beach

8.8 out of 10, Excellent, (79)
"Its a nice little place. Very clean with an amazing view of the sunset from the couch or back yard. Kinda small though so id recommend just a couple people. Id stay again. The Beach is maybe a 5 minute walk away."
Dog-friendly cottage with amazing sunset views, across the street from beach

Condo w/ balcony, seasonal pool and pool table and walkable location

9.0 out of 10, Wonderful, (41)
"The "
Condo w/ balcony, seasonal pool and pool table and walkable location

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

10.0 out of 10, Exceptional, (44)
"Wonderful house in a great location. Highly recommend!"
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

Tiny home steps from the beach.

9.6 out of 10, Exceptional, (30)
"Being steps from the beach was fabulous! And the tiny cottage was great … just as described! "
Tiny home steps from the beach.

Unique Beach and Ocean Panoramic Views, this home has it all !

10.0 out of 10, Exceptional, (160)
"Great stay as always. Can’t wait to return. "
Unique Beach and Ocean Panoramic Views, this home has it all !

Condo Rental - Short Walk to Footbridge Beach

9.0 out of 10, Wonderful, (47)
"Such a perfect place for a quick weekend trip - location great, clean and just as pictured! Would definitely return! "
Condo Rental - Short Walk to Footbridge Beach

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

8.8 out of 10, Excellent, (41)
"Lovely little property exactly as described! There were a few minor cleanliness issues but the property team was receptive and helpful! Perfect location for going into Kennebunkport or to the beaches! Loved all the little shops and views! Enjoy your stay!"
Charming, Dog-Friendly Cottage w/ Shared Pool - Walk to the Ocean

Ocean View, Riverfront Home w/ Marsh Views, 2 Decks, Kayaks - Walk to Beach

9.8 out of 10, Exceptional, (34)
"Great location, cozy and welcoming environment. Exactly what we were looking for! Very clean!"
Ocean View, Riverfront Home w/ Marsh Views, 2 Decks, Kayaks - Walk to Beach

Studio condo with screened porch and seasonal pool/pool table - near beaches

8.0 out of 10, Very good, (37)
"We enjoyed our stay and found everything to be as we expected it. We experienced a little confusion about the need to sign in at the lobby, but figured things out. Otherwise, all went well."
Studio condo with screened porch and seasonal pool/pool table - near beaches

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (122)
"The condo was a little out dated but the balcony and the views of the sunrise can’t be beat!"
The price is AU$474
includes taxes & fees
2 Dec - 3 Dec
Oceanfront Condo! Spectacular Views From Private Large Balcony

Moody Beach Front Studio Cottage WIFI

9.4 out of 10, Exceptional, (107)
"A charming cottage with Murphy bed that worked well for us for a couple of nights. A gorgeous view through the front picture windows, with the beach and ocean directly in front of our place. We had a great time with many long walks on the beach. "
Moody Beach Front Studio Cottage WIFI

2 duplex

3.5 star property
2.0 out of 10, (1)
2 duplex
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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Other types of properties in Waterboro you may be interested in

Casco Bay Hotel, Ascend Hotel Collection

3.5 star property
8.4 out of 10, Very good, (2375)
"nice hotel !"
The price is AU$119
includes taxes & fees
14 Dec - 15 Dec
Casco Bay Hotel, Ascend Hotel Collection

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1184)
"Clean, friendly, free parking"
The price is AU$127
includes taxes & fees
11 Dec - 12 Dec
DoubleTree by Hilton Hotel Portland

Comfort Inn Airport

2.5 star property
8.2 out of 10, Very good, (1351)
"Close to airport"
The price is AU$114
includes taxes & fees
16 Dec - 17 Dec
Comfort Inn Airport
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Waterboro?

Yes, there are holiday rentals close to the most popular sights in Waterboro, or you can select a more secluded option if you're looking for a relaxing stay. Waterboro is known for its lake views and musical theatre. Make sure you have time to check out the basketball games and breweries during your trip.

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

Amazing Beach House! 5 Bedroom across the Ocean!: This holiday home rental outside of Waterboro is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals will I find in Waterboro?

Expedia has 15 holiday rentals for your stay in Waterboro.

What’s there to see and do in Waterboro?

Explore the area and family-friendly sights such as Funtown Splashtown USA, or get out into nature at a spot like Mousam Lake. In the wider area, you’ll find Square Pond and Blueberry Hill.

What’s a holiday rental in Waterboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Waterboro. Holiday rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of safety 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 popular choice for a family getaway.