Waterboro Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Waterboro holiday rentals

Private kitchen
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
The price is HK$1,088
HK$1,233 total
includes taxes & fees
5 Jan - 6 Jan 2026
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, (24)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is HK$622
HK$1,550 total
includes taxes & fees
28 Dec - 29 Dec
Pine Point Beach private, quaint, charming studio.
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.
The price is HK$847
HK$1,516 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cheerful 1 bedroom cottage only 50ft from beach
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.
The price is HK$552
HK$2,263 total
includes taxes & fees
29 Dec - 30 Dec
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
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.
The price is HK$622
HK$1,482 total
includes taxes & fees
5 Jan - 6 Jan 2026
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior
84 Main

Condo in Kennebunk

84 Main
4.0 star property
10.0 out of 10, Exceptional, (53)
"This property was absolutely beautiful and well maintained! Right in the heart of Kennebunk within walking distance to great restaurants!!"
United States
Karla
The price is HK$1,175
HK$1,281 total
includes taxes & fees
31 Dec - 1 Jan 2026
84 Main
3 bedrooms, desk, iron/ironing board, travel cot
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Holiday Home in Old Orchard Beach

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
10.0 out of 10, Exceptional, (5)
"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
The price is HK$847
HK$2,744 total
includes taxes & fees
5 Jan - 6 Jan 2026
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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.
The price is HK$746
HK$2,465 total
includes taxes & fees
6 Jan - 7 Jan 2026
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.
The price is HK$544
HK$1,448 total
includes taxes & fees
20 Jan - 21 Jan 2026
350 Yards to the beach. Pet friendly!
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.
The price is HK$1,080
HK$2,050 total
includes taxes & fees
6 Jan - 7 Jan 2026
Adorable 2 bedroom cabin only 50ft from Beach
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.
The price is HK$699
HK$1,567 total
includes taxes & fees
6 Jan - 7 Jan 2026
Escape to the Beach! Cozy Condo in downtown OOB.
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.
The price is HK$583
HK$1,491 total
includes taxes & fees
26 Jan - 27 Jan 2026
4 min walk to the beach. Large 1BD Pets Ok
Private kitchen
Cozy 1-bedroom apartment in lovely Gorham

Apartment in Gorham

Cozy 1-bedroom apartment in lovely Gorham
2.0 star property
The price is HK$497
HK$2,296 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1-bedroom apartment in lovely Gorham
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.
The price is HK$707
HK$2,585 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Condo with Pool, Sauna, and Game Room Near the Beach
Beach nearby
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Condo in Old Orchard Beach

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
10.0 out of 10, Exceptional, (2)
"Our family of 5 had a lovely stay. A lot of parking and lots to do around there. "
United States
Merkara D.
The price is HK$1,313
HK$2,609 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sweet, two-bedroom, one-bathroom condo, two short blocks from 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.
The price is HK$1,212
HK$2,922 total
includes taxes & fees
28 Dec - 29 Dec
Saco/Old Orchard Beach Get Away
Fridge, microwave, oven, stovetop
Experience Saco in Style: Elegant, Newly Upgraded Home

Apartment in Saco Historic District

Experience Saco in Style: Elegant, Newly Upgraded Home
10.0 out of 10, Exceptional, (7)
"Terrific 2 bedroom condo right off Main Street in Saco. Great location and just the accommodations we needed while in town for an event at UNE."
United States
Mike M.
Experience Saco in Style: Elegant, Newly Upgraded Home
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
The price is HK$552
HK$2,263 total
includes taxes & fees
29 Dec - 30 Dec
Tennis Court and Pool View at Nautical Mile Resort
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.
The price is HK$901
HK$2,478 total
includes taxes & fees
4 Jan - 5 Jan 2026
Studio condo with furnished patio, sauna, & pool - near beaches
Beach
Little Miss Cottages - One Bedroom Cottage

Cottage in Old Orchard Beach

Little Miss Cottages - One Bedroom Cottage
10.0 out of 10, Exceptional, (1)
"Clean, very good communication with the host."
United States
Brandon F.
The price is HK$982
HK$2,188 total
includes taxes & fees
29 Dec - 30 Dec
Little Miss Cottages - One Bedroom 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 Waterboro Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"They were great"
Whitney 1-night trip
Posted 2 days ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Waterboro

Search for holiday rentals in Waterboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Waterboro using one of the methods below:

  • View our selection of featured holiday rentals in Waterboro
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  • Enter your travel dates to view the best deals on holiday rentals in Waterboro while they last

Look no further and take a look at our great range of rental properties in Waterboro!

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?

7-bedroom home that sleeps 14. 5-minute walk to Moody Beach: This holiday home rental outside of Waterboro offers 1 hot tub, a BBQ 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 that 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 wider area, you’ll find Waterboro Barrens Preserve and Little Ossipee Pond.

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.