Waterboro Vacation Rentals

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Vacation Rentals in Waterboro

Elmwood Resort Hotel

3.0 star property
Wells
9.6 out of 10, Exceptional, (398)
"Nice stay "
United States
Adrianna
The price is ¥21,591
¥24,475 total
includes taxes & fees
Dec 14 - Dec 15
Elmwood Resort Hotel

Nautical Mile

2.5 star property
Wells
8.4 out of 10, Very Good, (21)
"The room was very nice optimum size. The staff was exceptional. I would stay there again"
United States
Donald
Nautical Mile

Quintessential Maine Beach Cottage

Goose Rocks Beach
9.8 out of 10, Exceptional, (138)
"Absolutely beautiful surroundings and cozy place made for an unforgettable experience! "
United States
Sara S.
Quintessential Maine Beach Cottage

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
10.0 out of 10, Exceptional, (78)
"Quaint in a great location!"
United States
Shaun M.
The price is ¥46,133
¥94,983 total
includes taxes & fees
Dec 14 - Dec 15
Historic Kennebunkport home only 0.3 miles to Dock Square

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

Wells
10.0 out of 10, Exceptional, (191)
"Wonderfull house with everything you need. The private beach is real great."
United States
Michel A.
Unique Beach and Ocean Panoramic Views, this home has it all !

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Old Orchard Beach
9.8 out of 10, Exceptional, (97)
"The location was perfect and the house was exceptional. The host and property manager were very responsive and helpful. Would definitely recommend a stay!"
United States
Kathleen C.
The price is ¥108,576
¥212,653 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

Wells
10.0 out of 10, Exceptional, (51)
"Fantastic property "
United States
David C.
Drakes Island Beach Front Breathtaking Property : Oceanviews and Sandy Beach !

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Old Orchard Beach
9.8 out of 10, Exceptional, (45)
"Excellent family stay. Backyard is nice and shaded, you can see the ocean from the house and amenities are great. "
United States
Danielle N.
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Updated condo 1 mile to beach w/pool, hot tub, tennis & access to EV chargers!

Wells
9.2 out of 10, Wonderful, (15)
"Very clean, perfect location."
United States
Kim G.
Updated condo 1 mile to beach w/pool, hot tub, tennis & access to EV chargers!

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

Wells
10.0 out of 10, Exceptional, (64)
"The stay went very well! We enjoyed the place and its location! 19 minute walk to North Beach!"
Canada
Jacinthe P.
7-bedroom home that sleeps 14. 5-minute walk to Moody Beach

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
9.8 out of 10, Exceptional, (127)
"Beautiful place "
United States
Robert D.
The Moonglow! A beautiful ocean view house in Biddeford!

Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably

Wells
9.8 out of 10, Exceptional, (9)
"This wonderful home had everything we needed for our family vacation. The pool was just beautiful and we enjoyed the fire pit every night. The house was very clean and beautifully decorated. The washer/dryer was so convenient and the kitchen was very well equipped. A five star experience for sure!!"
United States
Jill P.
Stunning 5BR home w/ pool, beautiful yard, near beach, sleeps 8–16 comfortably

Fantastic Beach House! 4 bedroom across the Ocean.

Wells Beach
10.0 out of 10, Exceptional, (138)
"Great house! Very clean and super close to the beach "
United States
Barry F.
Fantastic Beach House! 4 bedroom across the Ocean.

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
Grand Beach
9.0 out of 10, Wonderful, (17)
"Incredibly wonderful beach house. Plenty of room for 8 adults, 6 children. Would recommend for any group with lots of ages and preferences. Helped to create wonderful family reunion."
United States
Ina-Lee B.
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
9.6 out of 10, Exceptional, (67)
"In one word AMAZING! We rented this property to gather our immediate family, adult children and grandchildren. We had a tragedy in our family as my oldest son was killed, this made our once close family, split apart. This property was so beautiful and such a happy place to be that my prayers were answered my family began the healing process. The location and the views one could not be unhappy. Thank you Jason for helping to make the stay amazing!"
United States
Helen F.
The price is ¥131,875
¥241,605 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Pine River Pond
9.4 out of 10, Exceptional, (74)
"Beautiful location. Nice family trip away"
United States
Kara D.
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

2.0 star property
Wells
10.0 out of 10, Exceptional, (22)
"Probably the kindest hosts we’ve experienced yet! What a great location. And the cottage was spotless. "
United States
Crystal S.
The price is ¥34,809
¥85,857 total
includes taxes & fees
Dec 9 - Dec 10
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Waterfront Coastal Cottage in Kennebunk, Maine

Kennebunk
10.0 out of 10, Exceptional, (94)
"Very nice cottage"
United States
Philip W.
Waterfront Coastal Cottage in Kennebunk, Maine

Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Kennebunkport
9.6 out of 10, Exceptional, (63)
"this property was beyond perfect for our group! central location and beautiful home "
United States
Kelsey K.
The price is ¥36,503
¥102,771 total
includes taxes & fees
Dec 9 - Dec 10
Kennebunkport Summer Rental walk to Dock Square! PET Friendly!

Amazing Beach House! 5 Bedroom across the Ocean!

Wells Beach
10.0 out of 10, Exceptional, (145)
"Excellent location, beautiful common areas!"
United States
Leanne S.
Amazing Beach House! 5 Bedroom across the Ocean!
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

Find out more about Waterboro

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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?

Quintessential Maine Beach Cottage: This vacation home rental outside of Waterboro is located on the beach and has a private yard, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, 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.