Holiday rentals in Kennebunk Pond

4.95 out of 5 average rating, 175 reviews

Loft in Kennebunk

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

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, 103 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

4.84 out of 5 average rating, 113 reviews

Flat in Saco

Modern Heirloom Studio Apt Biddeford/Saco ME

Our cozy newly renovated and insulated for sound, studio is a blend of old and new, much like the city we love! Located on the boarder of the two historic mill towns of Saco and Biddeford, our spot lends the perfect location to explore the area! Said to be the youngest town in our state, full of incredible dining and culture in this revitalized historic Maine coastal town. Boasting some of the best beaches, parks and nature preserves, along with hiking trails. A perfect place to get outs

5 out of 5 average rating, 112 reviews

Guest house 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!

4.96 out of 5 average rating, 157 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

4.97 out of 5 average rating, 145 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.

5 out of 5 average rating, 204 reviews

Cabin in South Berwick

Romantic A-Frame cabin in the woods

Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

4.99 out of 5 average rating, 428 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.

5 out of 5 average rating, 103 reviews

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

4.97 out of 5 average rating, 246 reviews

Flat in Saco

Cozy , pet friendly, quiet one bedroom studio

Take it easy at this unique and tranquil getaway. Cozy, sunny studio has everything you might need. Great place to rest and recharge in between beach trips, convenient shopping, exploring. It is a walking distance from Grocery store, Cozy breakfast restaurant, and more. Just minutes away from art galleries, coffee shops and bakeries. Wifi, Netflix, Kitchenette , parking! and even a friendly golden retriever Luna available for petting :)

4.83 out of 5 average rating, 334 reviews

Flat in Hollis Center

Lily Brook Farm, Hollis, Maine

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 holiday rentals in Kennebunk Pond

Flat in Waterboro

4.84 out of 5 average rating, 135 reviews

Our Cozy Stay

ChristopherRating, 5 stars3 weeks ago

Angie was a great host. We really appreciate her accommodating us and our 1 year old daughters.

Home in Lyman

4.57 out of 5 average rating, 81 reviews

Kennebunk Pond Lakefront House

LucilleRating, 5 stars10 months ago

Great location right on the pond. Everyone enjoyed themselves. Thank you!

Home in Lyman

5 out of 5 average rating, 3 reviews

The Loft at Swan Pond

JennerRating, 5 stars3 months ago

We loved our stay at this beautiful loft. The loft was very clean and stocked with all the essentials and more! The bed was so comfortable that we took note of the manufacturer! The location is peaceful, and during our rainy weekend we enjoyed the scene from our tree-top perch. The hosts were very accommodating and went out of their way to provide a family-friendly stay for us - we truly appreciate it!

4.94 out of 5 average rating, 34 reviews

Home in Lyman

Scenic Lyman Home on Swan Pond w/ Wraparound Deck!

MoriahRating, 5 stars1 week ago

Our stay at the lake was amazing. The hosts were so friendly and easily accessible. The home is cozy and clean. The lake itself is beautiful and we loved taking the kayaks out and just sitting on the dock. The deck around the house is great and we enjoyed all of our dinners outside with an awesome view. The driveway was great for our kids to ride their bikes in and it was easy to get to plenty of stores and restaurants. We even got to do a day trip into Portland and another to Old Orchard Beach which was fantastic, both within 30 minutes of the house. I would 100% recommend this stay to anyone looking for a quiet, relaxing getaway with plenty of busier activities just a quick drive away.

4.92 out of 5 average rating, 24 reviews

Guest suite in Lyman

Quaint 1-Bedroom Lakeside Unit On Bunganut Lake!

JamesRating, 5 stars8 months ago

Conor's lakeside cabin was a lovely place to stay. Private, quiet, beautiful, I highly recommend for a weekend or week away. It is well off the road, the instructions to get there were very clear and Conor was very responsive which is excellent. We will certainly be staying here again!

5 out of 5 average rating, 52 reviews

Cottage in Kennebunk

*River Rose Cottage* River I Tub I Fireplace

KathrynRating, 5 stars2 weeks ago

My friend and I stayed here for a girls weekend, and the place was so cute, spotless, and the hosts were so friendly and responsive. The location was also great and centrally located. We had a blast and would for sure stay here again!

4.93 out of 5 average rating, 61 reviews

Cottage in Lyman

Midlife Cottage on the pond

CrystalRating, 5 stars5 days ago

My family and I enjoyed our stay felt just like home. Will be coming back