Vacation rentals in Lebanon

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Top-rated vacation rentals in Lebanon

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A weathered sign reading 'Rose Cottage' hangs from a tree, with vibrant autumn leaves surrounding the area. A quiet road is visible in the background, framed by trees, creating a serene and inviting atmosphere.
Guest suite in Lebanon
4.96 out of 5 average rating, 220 reviews

Rustic Rose Cottage of Historic West Lebanon

Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

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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
4.92 out of 5 average rating, 132 reviews

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.

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Guest favorite
Home in Shapleigh
4.96 out of 5 average rating, 191 reviews

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

Bring your family/friends for a fun and relaxing stay on Mousam Lake all year round! With 3 bedrooms, and additional loft and a basement sleeping area, there's room for everyone! Explore the lake with canoes, kayaks and paddleboards available to you or bring your own boat, the public boat launch is across from our front dock! When you are not enjoying the lake, the house provides many spaces for your favorite yard games, a screen house to play cards or have a drink and unwind in large hot tub!

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Top guest favorite
The farmhouse exterior is framed by vibrant autumn foliage, with a sloped green metal roof and soft beige siding. A welcoming porch with steps is visible at the front, flanked by neatly trimmed bushes and landscaping that complements the natural surroundings.
Guest suite in Lebanon
4.96 out of 5 average rating, 221 reviews

Maple Moon Farm, stay at a historic Maine farm! 1

Come and stay awhile! Unwind and enjoy a relaxing stay in our 1790’s farmhouse with many original features, situated on 120 mostly-wooded acres in southern Maine. Our farm features a commercial maple syrup operation, 200 high bush blueberry plants, a vegetable garden, pumpkin and berry patches, a variety of fruit trees, honeybee hives, miles of old logging roads for walks, skiing/snowshoeing, meandering brook, patio and outdoor fireplace, free-range chickens, and two large rescue farm dogs.

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Top guest favorite
The exterior of the home is showcased at dusk, featuring large windows that reflect warm light. The two-story structure is framed by trees, with a deck visible on the upper level and stairs leading down to the ground. A serene natural setting surrounds the property.
Home in Shapleigh
5.0 out of 5 average rating, 70 reviews

Extraordinary Lakefront Retreat with Private Beach

This home we call “Loon Bluff” is a very special lakeside retreat. Beautifully furnished, the house boasts a chef’s kitchen, 2 living rooms with large TV’s, and comfortable beds. On the lake, you'll find a private sandy beach, watercraft, a kitchenette, and a large fire pit for cozy conversation. Loon Bluff is the perfect choice for those seeking the quintessential Maine lake experience while enjoying the comfort of a 5-star resort. Also available for weddings, film and television shoots.

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Top guest favorite
The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.
Home in Lebanon
4.95 out of 5 average rating, 376 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

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Guest favorite
A charming red house, designed like a lighthouse, is nestled among lush trees by the water's edge. A screened-in porch is visible, alongside a wooden dock extending into the calm lake, reflecting the vibrant greenery surrounding the property.
Cottage in Lebanon
4.9 out of 5 average rating, 50 reviews

Casa de Luz - Lakefront 4 Bedroom Home

Relax with the whole family at this peaceful place to stay. Located directly on Milton 3 Ponds with a private dock for your boat, this is a great place to enjoy time on the water whether your into fishing or watersports or simply relaxing on the shore enjoying the view (great fall foliage). The screened in porch ensures a pleasant bug free place to relax any time of year. The construction is modeled after a Scandinavian lighthouse with lots of natural wood decor. #casadeluzme

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Guest favorite
A charming lakefront property is surrounded by lush greenery, featuring a sandy beach area and a dock for water activities. Colorful kayaks are neatly lined up on the shore, while adirondack chairs provide a cozy spot to relax, enjoying the peaceful lake views.
Home in Milton
4.94 out of 5 average rating, 48 reviews

Hot Tub | Lakeside | Private Beach | Sleeps 12

🛶 Lakeside with sandy beach & 4 Kayaks 🔥 Hot Tub for 6 people overlooking the lake 🛥️ Dock to boat, swim & fish - 750 acre lake! 🛋️ Living rooms on both main and lower levels ⚽ Big TVs and a Foosball table 🌲 3 minute walk to wooded walking trails 🍓 2 mins to McKenzie's Farm (farm stand, fruit picking, fresh apple cider donuts) ⛷️ 40 mins to Gunstock skiing 🛷 15 mins to Moose Mountain snow tubing 🦞 35 mins to Portsmouth, 65 mins to Portland 🏢 80 mins from Boston metro

LocationValueCleanliness

Guest favorite
Home in Shapleigh
5.0 out of 5 average rating, 12 reviews

Maine Escape on Mousam Lake

Welcome to your 'Maine Escape' on Mousam Lake! Ideally located between Southern Maine's coast and mountains, just 15 miles from I-95. Enjoy 2 queen bedrooms, a loft with twin beds, and a four-season porch with futon. Lower Mousam offers year-round lake fun, ATV/snowmobile trails, and you're just minutes from restaurants, groceries, and activities. Spacious outdoor area with grill, firepit, evening entertainment space, plus plenty of parking in a friendly neighborhood.

FamilyLocationComfort

Top guest favorite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5.0 out of 5 average rating, 147 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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Top guest favorite
The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.
Cottage in Middleton
4.98 out of 5 average rating, 122 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.

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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
4.88 out of 5 average rating, 143 reviews

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 !

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Popular amenities for Lebanon vacation rentals