Vacation rentals in Waterboro

4.9 out of 5 average rating, 521 reviews

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.83 out of 5 average rating, 105 reviews

Cottage in Lyman

RK North : All season Waterfront cottage with dock

Waterfront get away !You will love the cottage in any season - right on the pond! Enjoy a private dock, swimming and floating right at your door. Relax at the fireplace under twinkle lights , enjoy birdwatching, hiking and swimming during your stay. Lots of ATV and snowmobile trails near by. A close drive to Kennebunkport where your find beach’s , shops and restaurants galore. The cottage has 2 kayaks and a canoe for use during your stay. There are 2 Smart TVs for streaming. Shows and DVD

4.96 out of 5 average rating, 305 reviews

Guesthouse in Acton

The LOTUS welcomes you, stay a while

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna (extra $88 per day) heated outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding will let you get some much needed rest. Enjoy walks on our 12 ac property or any of the lakes near by for any kind of year round outdoor experience. Welcome :)

4.93 out of 5 average rating, 123 reviews

Home in Limerick

Lakefront Getaway

Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

4.89 out of 5 average rating, 19 reviews

Apartment in Waterboro

Guest Suite

Kick back and relax in this calm, stylish space. 5 mins from Little Ossipee Lake. Just 45 min from Portland, ME. 35 from Old Orchard Beach and other beaches. Just 12 mins from renowned Woodland Valley Disc golf course. Also, just over an hour away from the beautiful White Mountains in NH! We are in beautiful rural location. With a scenic drive past lakes and farms. The grocery store is 11 mins away and there is a dollar store conveniently located just 4 minutes away for essentials.

5 out of 5 average rating, 112 reviews

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

4.89 out of 5 average rating, 100 reviews

Home in Limerick

Sokokis Lake House

The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

4.96 out of 5 average rating, 158 reviews

Guest suite in Saco

LunaSea Suite

Be our guests and enjoy this dreamy, romantic little getaway and all that Saco and surrounding areas have to offer! Direct access to the River Walk. Short 5 minute walk to downtown Saco, Amtrak station, and 10 minute walk to downtown Biddeford. Visit our amazing shops, breweries, restaurants and cafes! Bayview Beach 3 miles OOB Pier 4.4 miles Private entrance and deck with outside fireplace. Hosts, Melissa and Doug, are quiet and considerate early risers with 2 friendly pups

4.96 out of 5 average rating, 238 reviews

Farm stay in Buxton

Little River Flower Farm - Cottage

Post & Beam Cottage, rustic knotty pine interior. Five miles to Gorham Center close to USM, 20 minutes to St. Josephs College on Sebago Lake, easy 30 minute drive to Portland, 12 miles to the PWM Jetport. Centrally located to many of Maine's finest breweries: Sebago Brewing, Mast Landing, Funky Bow, Nonsuch, Sea Dog, Barrel Souls, Bissell Brothers. Many local hiking trails including trails right here at our farm. Portland boasts of the finest restaurants in the state.

4.97 out of 5 average rating, 146 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Overlooking vibrant flower fields at Ferris Farm, this charming cottage offers a peaceful retreat to relax and reconnect with nature. Wake up to scenic views, sip coffee on the deck, and explore the farm before spending the afternoon kayaking the Saco River. Use the cottage as a home base to visit Old Orchard and Saco beaches or experience Portland’s craft breweries, coffee shops, and incredible dining. Ideal for a solo retreat, romantic escape, or remote work getaway.

4.99 out of 5 average rating, 429 reviews

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Apartment in Hollis Center

4.83 out of 5 average rating, 335 reviews

Lily Brook Farm, Hollis, Maine

I’ll respond to inquiries after June 26, 2025 One bedroom apartment on horse/sheep farm in Hollis, Maine. View of farm from living room, bedroom on second floor up very steep farm stairs. One Queen comfy bed. There is a day bed in the living room. 21 miles from Portland and Kennebunkport. The farm is on rt 35. Cars can go by fast, they always break the speed limit. Lots of peace out the back door but be aware this is not way out back away from the road.

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Other great vacation rentals in Waterboro

Apartment in Waterboro

4.84 out of 5 average rating, 136 reviews

Our Cozy Stay

DavidRating, 5 stars2 days ago

Angie was a great host. She was very accommodating and responsive, especially with our arrival time being so delayed. Very sweet woman and would definitely recommend her place to anyone staying in the area.

Cottage in Lake Arrowhead

4.95 out of 5 average rating, 37 reviews

Cozy and Quiet Cottage on Lake Arrowhead

JasonRating, 5 stars9 months ago

Place was so quiet and peaceful. Whole family had a great time swimming each day and roasting s’mores at the firepit at night under the well lit starts. Thank you!

4.97 out of 5 average rating, 36 reviews

Vacation home in Cornish

Charming mountain retreat with endless views

NikitaRating, 5 stars1 week ago

Scott’s place is even more beautiful than the pictures posted. You can see beautiful views from the kitchen and both bedrooms. What a peaceful place. The only regret is we didn’t stay there enough. 2 days wasn’t enough to soak in it’s beauty. We decided to eat one meal there. They made pasta from scratch. It was delish. Homemade cookie was cherry on top. They also have all the kitchen and bathroom supplies you can probably think of. If we ever come to maine again, we will without a doubt book this place again. We have stayed in a lot of air bnb’s, this is the best so far. From a beautiful setting, to spacious rooms, to amenities to very warm hosts.

4.96 out of 5 average rating, 24 reviews

Home in Buxton

Waterfront on Bonny Eagle July weeks available

ElyssaRating, 5 stars1 month ago

we had an amazing time!!!! we hope to come again! everything was perfect and the view was amazing !!! beds were comfy, everything was clean, and they were super responsive

4.92 out of 5 average rating, 26 reviews

Guest suite in Lyman

Quaint 1-Bedroom Lakeside Unit On Bunganut Lake!

RebeccaRating, 5 stars2 days ago

This lakeside cottage was the perfect getaway! My 19 year old son and I needed to get away for the weekend and this spot right near Bunganut Lake was just what we needed. Connor was so helpful and proactive. He checked on us to make sure everything was going okay. The place was super clean and just as described!! The lake was amazing and bring in nature was so restorative. Would definitely come back here!! So peaceful and relaxing!!

5 out of 5 average rating, 35 reviews

Home in Shapleigh

Luxury Lakefront Paradise w/ Private Beach

JennyRating, 5 stars1 day ago

Yvonne needs to get an INFINITE number of stars, not just 5. Her Luxurious property really stands out from the crowd and this is coming from a very picky guest with high expectations and love for cleanliness, beauty and comfort. Truly a home away from home. If you reserve this property to stay for an endless number of days, you will NOT regret it. This property offers you all: The one million dollar view, the beauty of nature and lots of things to do while feeling relaxed. We traveled with 2 kids, a grandma, and a small dog and we all enjoyed our time there. Yvonne has thought of every little detail and I doubt that many hosts out there would go out of their way to make their guests feel special. There was a welcome gift, lots of games were provided for entertainment, kayaks, paddle boards, fire pit wood, outdoor kitchen and bathroom.... The lake is beautiful and clean. You will NOT run out of things to do inside this big home on a very hot or rainy day. We will be coming back!

Vacation home in Parsonsfield

4.89 out of 5 average rating, 35 reviews

Randall Lake Retreat private lake 3 bdrm, 1 bath

EmmaRating, 5 stars1 week ago

I had a nice peaceful time with my lil family. I treated home as mine. And loved it so much I could stay much longer. Loved to read while watching the 🌅 sunset. So beautiful 😍 God bless the home.