Vacation rentals in Dayton

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Top-rated vacation rentals in Dayton

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Top guest favorite
An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.
Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

5.0 out of 5 average rating, 107 reviews
Top guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

4.92 out of 5 average rating, 132 reviews
Top guest favorite
Apartment in Biddeford

Sunny Cottage

A newly renovated 700 sq ft cottage in a beloved farmhouse. The cottage sleeps 4 with a second-story bedroom including a king and queen bed and an ensuite bathroom. In the living room, there is also a cozy twin daybed. Check-in is seamless with keyless entry and includes a washer and dryer, fire pit, two parking spaces, and one dog under 50 lbs welcome. Under 10 minutes from the interstate, UNE, Amtrak, some of the most beautiful beaches in Maine, and several fantastic restaurants and breweries.

4.97 out of 5 average rating, 166 reviews
Top guest favorite
A historic home with a light-colored exterior is set against a backdrop of vibrant autumn foliage. A large orange tree and a smaller green tree are visible in the foreground, adding color to the landscape. A clear blue sky enhances the scene.
Home in Buxton

Spacious & Historic Farmhouse

*Please message us for inquires about weddings and other events* Pets & Guests: Number of Pets & Guests (incl. children) must be disclosed in the booking. We are happy to adjust at any time. Relax on your very own spacious farm, surrounded by open fields, trees, and wild flowers. A historic home with a fresh modern renovation. Plenty of space for your friends and family to relax and enjoy life in the country. Enjoy watching the wildlife from the deck or the comfort of your bedroom window.

5.0 out of 5 average rating, 81 reviews
Guest favorite
Home in Lyman

Family Friendly Kennebunk Pond Lakefront Retreat

Time of Wonder is a family-friendly vacation rental in coastal Maine, ideal for up to 6 guests. Nestled on Kennebunk Pond, this 3-bedroom, 2-bath home features a fire pit and hammock by the lake. Relax by your private dock while listening to loons and enjoying breathtaking sunsets. With two paddle boards available, lake fun is at your fingertips. Discover the charming towns of Kennebunk and Kennebunkport, along with their beautiful beaches. Plus, Kennebunk Pond is great for ice fishing too!!!

4.98 out of 5 average rating, 50 reviews
Guest favorite
A serene outdoor space features a private dock extending into a pond, surrounded by vibrant greenery. The decked area in front of a modern home includes blue seating and two boats, inviting relaxation and enjoyment by the water.
Cabin in Lyman

Eagle Island on Wadleigh Pond

Enjoy the best of Maine without the long drive. Completely Remodeled in 2024 with private fenced yard. Beautiful views of our pond and private Eagle islands. Great fishing, kayaking, Bird Watching, Gorgeous sunsets. Many Bald Eagles frequent the pond and trees of Eagle Island. 3 kayaks and a paddle boat are onsite for guest use “Use at own risk”. Enjoy the Fire pit on cool New England nights. Close to Kennebunkport, Biddeford, Portland. 3 Security cameras in use outside the home for safety.

4.89 out of 5 average rating, 65 reviews
Top guest favorite
An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.
Home in Arundel

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

4.95 out of 5 average rating, 111 reviews
Top guest favorite
A modern home exterior is shown, featuring light grey shingles, a welcoming brown door, and large windows. A balcony above provides a view of the surrounding trees and the distant river. Bright natural light highlights the clean architectural lines.
Home in Saco

4BR 4.5BA Pet Friendly Riverfront Home

"Dragonfly Rest" is a stunning, brand-new 4-bedroom, 4½-bath home with breathtaking Saco River views. Ideally located near beaches, hiking trails, Main Street Saco, and the Downeaster train, it’s just 20 minutes from Portland International Jetport (PWM) and 96 miles from Boston. Whether you’re chasing summer sun, vibrant fall foliage, iconic lighthouses, kayaking, fishing, hiking—or seeking the perfect spot to enjoy a winter snowfall—this home is your ultimate getaway.

5.0 out of 5 average rating, 74 reviews
Top guest favorite
The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.
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.

4.99 out of 5 average rating, 507 reviews
Top guest favorite
A relaxing outdoor area is shown, featuring several seating options around a fire pit. Two cabins can be seen, with one situated on a hill and the other by the water. A sun umbrella provides shade, surrounded by trees and nature.
Chalet in Standish

Blueberry Hill

Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.

4.96 out of 5 average rating, 263 reviews
Guest favorite
Cottage in Lyman

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Waterfront getaway! Enjoy this cozy cottage year-round, set right on the pond with your own private dock for swimming and floating. Relax by the fireplace under twinkle lights or explore nearby trails for hiking, ATV, or snowmobiling. Take advantage of the kayaks and canoe, or unwind indoors with Smart TVs and DVDs. Just a short drive to Kennebunkport’s beaches, shops, and restaurants—perfect for a peaceful retreat.

4.83 out of 5 average rating, 121 reviews
Guest favorite
A sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.
Home in Wells

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

4.88 out of 5 average rating, 144 reviews

Popular amenities for Dayton vacation rentals