Waterboro Vacation Rentals

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In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Waterboro vacation rentals

Fridge, microwave, oven, stovetop
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Condo in Wells

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
2.5 star property
10.0 out of 10, Exceptional, (4)
"Great place to stay. It was clean, comfortable, and close to all the places and things we wanted to do in Maine."
United States
Patty M.
$267 nightly
The price is $288
Jan 1 - Jan 2, 2026
Total with taxes and fees
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
Townhome, 2 Bedrooms | Private kitchen | Fridge, microwave, stovetop, dishwasher
Elmwood Resort Hotel

Aparthotel in Wells

Elmwood Resort Hotel
3.0 star property
9.6 out of 10, Exceptional, (399)
"Nice stay "
United States
Adrianna
$146 nightly
The price is $159
Jan 1 - Jan 2, 2026
Total with taxes and fees
Elmwood Resort Hotel
Fridge, microwave, oven, stovetop
Pine Point Beach private, quaint, charming studio.

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
2.0 star property
10.0 out of 10, Exceptional, (25)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
$183 nightly
The price is $199
Dec 31 - Jan 1, 2026
Total with taxes and fees
Pine Point Beach private, quaint, charming studio.
Private kitchen
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Cottage in Old Orchard Beach

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
7.2 out of 10, Good, (12)
"Was as advertised."
United States
Andrew H.
$175 nightly
The price is $191
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior
Cheerful 1 bedroom cottage only 50ft from beach

Cottage in Old Orchard Beach

Cheerful 1 bedroom cottage only 50ft from beach
10.0 out of 10, Exceptional, (2)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
$180 nightly
The price is $196
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
TV, streaming services
Peaceful 1BR | Reading Nook | Near Portland

Apartment in Westbrook

Peaceful 1BR | Reading Nook | Near Portland
10.0 out of 10, Exceptional, (1)
"Nicely set up and had everything needed for a comfortable stay. The entrance stairs were dingy but inside was newly decorated and well appointed. Appreciated the coffee supplies."
United States
Martha and William P.
$286 nightly
The price is $312
Jan 5 - Jan 6, 2026
Total with taxes and fees
Peaceful 1BR | Reading Nook | Near Portland
Beach
350 Yards to the beach. Pet friendly!

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
$171 nightly
The price is $186
Jan 19 - Jan 20, 2026
Total with taxes and fees
350 Yards to the beach. Pet friendly!
Fridge, microwave, oven, coffee/tea maker
4 min walk to the beach. Large 1BD Pets Ok

Apartment in Old Orchard Beach

4 min walk to the beach. Large 1BD Pets Ok
8.6 out of 10, Excellent, (17)
"This place is as advertised. Futon was comfortable. Spacious for those who just need a place to sleep/shower after the beach and exploring downtown. Really nothing else to say except pack light if walking to the beach. Overall a good place to stay if you want to explore the area!"
United States
Kate H.
$176 nightly
The price is $192
Jan 26 - Jan 27, 2026
Total with taxes and fees
4 min walk to the beach. Large 1BD Pets Ok
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Vacation Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (6)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
$349 nightly
The price is $353
Jan 4 - Jan 5, 2026
Total with taxes and fees
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Exterior
84 Main

Condo in Kennebunk

84 Main
4.0 star property
9.8 out of 10, Exceptional, (54)
"This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!!"
United States
Karla
$151 nightly
The price is $165
Dec 31 - Jan 1, 2026
Total with taxes and fees
84 Main
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Condo in Old Orchard Beach

Escape to the Beach! Cozy Condo in downtown OOB.
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
$187 nightly
The price is $204
Jan 5 - Jan 6, 2026
Total with taxes and fees
Escape to the Beach! Cozy Condo in downtown OOB.
Private kitchen
Cozy 1-bedroom apartment in lovely Gorham

Apartment in Gorham

Cozy 1-bedroom apartment in lovely Gorham
2.0 star property
$271 nightly
The price is $295
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy 1-bedroom apartment in lovely Gorham
Beach
Studio with screened balcony, pool table, & seasonal pool - near beaches

Apartment in Wells

Studio with screened balcony, pool table, & seasonal pool - near beaches
8.2 out of 10, Very Good, (39)
"Very clean nice balcony seating, beds were very soft but comfortable. Good location 12 min to Kennebunkport! Nice grounds and great clubhouse! A little outdated but nice! "
United States
Tina M.
$269 nightly
The price is $294
Jan 4 - Jan 5, 2026
Total with taxes and fees
Studio with screened balcony, pool table, & seasonal pool - near beaches
Interior
Tennis Court and Pool View at Nautical Mile Resort

Condo in Wells

Tennis Court and Pool View at Nautical Mile Resort
2.0 star property
$270 nightly
The price is $291
Jan 1 - Jan 2, 2026
Total with taxes and fees
Tennis Court and Pool View at Nautical Mile Resort
Beach nearby
Adorable 2 bedroom cabin only 50ft from Beach

Cabin in Old Orchard Beach

Adorable 2 bedroom cabin only 50ft from Beach
10.0 out of 10, Exceptional, (1)
"Loved location to the beach! Great stay for our family... wish we could have stayed longer!"
United States
Amy T.
$242 nightly
The price is $264
Jan 4 - Jan 5, 2026
Total with taxes and fees
Adorable 2 bedroom cabin only 50ft from Beach
Iron/ironing board, internet, bed sheets
Charming Condo with Pool, Sauna, and Game Room Near the Beach

Apartment in Wells

Charming Condo with Pool, Sauna, and Game Room Near the Beach
8.4 out of 10, Very Good, (6)
"Eating lobster and sailing on Goose Sailing out of Perkins Cove."
United States
Edward G.
$301 nightly
The price is $328
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming Condo with Pool, Sauna, and Game Room Near the Beach
Property grounds
Saco/Old Orchard Beach Get Away

Apartment in Downtown Saco

Saco/Old Orchard Beach Get Away
2.0 star property
10.0 out of 10, Exceptional, (4)
"The host responded quickly and with all the info I could have ever needed. I didn't try the hot tub, but the shower in unit 2 was fantastic. All around very comfortable and clean place that i will go back to."
United States
Paul N.
$345 nightly
The price is $376
Jan 3 - Jan 4, 2026
Total with taxes and fees
Saco/Old Orchard Beach Get Away
Beach
Studio condo with screened porch and seasonal pool/pool table - near beaches

Apartment in Wells

Studio condo with screened porch and seasonal pool/pool table - near beaches
7.8 out of 10, Good, (53)
"Great affordable studio near beaches and the best restaurant! "
United States
Hope A.
$269 nightly
The price is $294
Jan 4 - Jan 5, 2026
Total with taxes and fees
Studio condo with screened porch and seasonal pool/pool table - near beaches
Beach
Ocean View! - One-Bedroom Suite by the Beach

Apartment in OLD ORCHD BCH

Ocean View! - One-Bedroom Suite by the Beach
8.8 out of 10, Excellent, (3)
$215 nightly
The price is $234
Jan 2 - Jan 3, 2026
Total with taxes and fees
Ocean View! - One-Bedroom Suite by the Beach
Fridge, microwave, oven, stovetop
Studio condo with furnished patio, sauna, & pool - near beaches

Apartment in Wells

Studio condo with furnished patio, sauna, & pool - near beaches
2.5 star property
9.2 out of 10, Wonderful, (5)
"The place was small but highly effective to stay. Great little kitchen full of utensils, table to eat, light and air via windows, the bed was comfortable and so were the chairs. The bathroom had two sinks and a roomy shower. Parking was ample and location close to things. And if you have friends in the area, great place to invite over for a meal or to hang in the clubhouse for a game of billiards or a swim. Would definitely stay here again. The one downside was a musty smell, but that tends to...
United States
Scott F.
$287 nightly
The price is $313
Jan 4 - Jan 5, 2026
Total with taxes and fees
Studio condo with furnished patio, sauna, & pool - near beaches
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 Waterboro Hotel Reviews

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"I didn't use the dinning room or bar during this visit.."
Peter 5-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Portland

Find out more about Waterboro

Everything you need to know about Waterboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Waterboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Waterboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waterboro vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Waterboro rentals

At Expedia, we put the best Waterboro vacation 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 Waterboro 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 Waterboro vacation.

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Waterboro?

Yes, you can find vacation rentals near top local attractions in Waterboro, or you can go with a more secluded option if you want a relaxing place to stay. Waterboro is known for its lake views and musical theater. Make sure you have time to check out the basketball games and breweries during your trip.

What's the top vacation rental that Waterboro has to offer?

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach: This vacation home rental outside of Waterboro offers a hot tub, a barbecue grill, and air-conditioning to help you feel perfectly comfortable 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.

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 Federal Street Dog Park. In the larger area, you’ll find Waterboro Barrens Preserve and Little Ossipee Pond.

What’s a vacation rental in Waterboro like?

A vacation rental is a private property you can book for a long or short time in Waterboro. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.