Holiday houses in Milton

4.98 out of 5 average rating, 42 reviews

The cottage exterior is framed by lush greenery and vibrant flowers in planters. The charming blue siding contrasts with the surrounding pines and sunlight dappling through the trees. A clear pathway leads to the entrance, enhanced by a stone border along the flower bed.

Cabin in Milton

Cozy cottage near the lake

Relax with the family at our peaceful, pet friendly home. Tucked away near the serene shores of Milton Three Ponds, this little cottage is the perfect escape from hustle and bustle of everyday life. Surrounded by pines and the gentle sounds of nature, it’s a charming hideaway where you can truly unwind. Seeking adventure? Close to towns with local shops, farmers markets, live music. A short 30 minutes to Portsmouth, NH and the White Mountains. 1 hour from Portland, ME and 1 hour 20 from Boston.

LocationCleanlinessKitchen

4.91 out of 5 average rating, 602 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

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.

FamilyValueCondition

Superhost

The two-story lakeside house features large windows and a spacious deck with seating. A private dock is visible in front, with lounge chairs arranged on the sandy beach nearby. Lush greenery surrounds the property, creating a serene outdoor space.

4.88 out of 5 average rating, 226 reviews

Blue Breeze - Private lakefront w/ Hot Tub

This huge lakeside house is a great experience for all of your friends and family to enjoy all the New Hampshire lakes region has to offer. There is incredible nature all around! Some of our favorites nearby: 11min to a nearby brewery 12min to a great breakfast spot 14min to a farm stand and pick-your-own produce 17min to a nearby winery 21min to Hannafords grocery store 22min to Alton Bay 25min to Wolfeboro 29min to Mt. Major with views of Winnipesaukee 38min to Gunstock mountain for skiing

FamilyLocationHot tub

4.95 out of 5 average rating, 376 reviews

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

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.

ValueLocationBeach

4.97 out of 5 average rating, 181 reviews

A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.

Cottage in Middleton

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

LocationValueKitchen

4.92 out of 5 average rating, 49 reviews

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

Casa de Luz - Lakefront 4 Bedroom House

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

LocationFamilyAccess

4.93 out of 5 average rating, 45 reviews

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

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

ValueLocationAccuracy

4.97 out of 5 average rating, 236 reviews

A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.

Cottage in Middleton

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

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A tranquil lake scene is captured at sunset, reflecting vibrant hues of orange and yellow in the water. Silhouettes of trees frame the horizon, while boats are moored along the shoreline. Soft ripples disturb the mirror-like surface of the lake.

5.0 out of 5 average rating, 21 reviews

Lake Living, sit back and relax!

This house will give you and your family a private place to hang out near the lake. The backyard is a serene beautiful place to hang out with family and friends. There is lake access right into the water. Paddle board and kayaks available for some water fun. 🛶 In addition there is a fire pit with seating, gazebo with seating and outdoor TV, grill, and a swing set for the kiddos. Beautiful water views from inside the house too. 🌅 Lots of bed space for multiple families.

LocationFamilyAccuracy

4.92 out of 5 average rating, 126 reviews

A retro camper is situated on a wooden deck, framed by potted plants. Bright orange chairs are placed at a small table underneath a striped awning, providing shade. Decorative bunting hangs along the side, with a backdrop of lush, green woods.

Campervan/RV in Milton

Retro Camper on farm property in Lakes Region, NH

Come experience this beautifully restored 1969 retro camper in a rural wooded setting. Located in the lakes region, it is close to hiking, swimming, apple orchards, as well as popular restaurants. Only 1 hr from Portland and 1.5 hrs from Boston. The camper is on a private and quiet 7-acre farm. The camper has a toilet, very small shower, sink, cooktop, fridge, and small microwave. The camper is very small w a tiny bathroom but cozy and comfortable. LGBTQ+ friendly.

ValueLocationView

4.98 out of 5 average rating, 120 reviews

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

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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Superhost

A charming log cabin is set amid lush greenery, featuring a stone chimney and a welcoming front porch. The rustic wood exterior seamlessly blends with the surrounding trees, creating an inviting atmosphere. A gravel pathway leads to the entrance, accented by blooming plants.

Home in New Durham

Inviting cabin getaway

Cozy, comfortable log cabin. With the perfect balance of rustic charm and modern conveniences. Set back off the road on 7 beautiful wooded acres. We love this place, for us, it brings tranquility, relaxation and a wonderful place for a romantic couples getaway, or a great family vacation. We will consider well behaved dogs for an additional fee, and a separate policy would need to be followed.

ValueFamilySkiing

4.87 out of 5 average rating, 188 reviews

Popular amenities for Milton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Milton

The exterior of the lakefront home is visible, featuring large windows reflecting the surrounding trees. A sandy beach area meets the water, with chairs arranged neatly and two inflatable items positioned nearby. The natural landscape is complemented by a blue sky with scattered clouds.

5.0 out of 5 average rating, 36 reviews

The Dam Lake House-Relax and Enjoy the Views!

FamilyLocationCheck-in

4.98 out of 5 average rating, 44 reviews

An aerial view captures a spacious home nestled among tall trees on the edge of Balch Lake. Two private docks are visible along the shoreline, complemented by a grassy area that leads to a sandy beach. The calm water reflects the surrounding greenery.

Home in Newfield

Peaceful 4 bedroom lakehouse retreat

FamilyLocationCleanliness

5.0 out of 5 average rating, 24 reviews

Home in New Durham

Waterfront Chalk Pond | Fireplace | Kayaks

LocationFamilyOutdoor spaces

4.94 out of 5 average rating, 78 reviews

Hope's Haven-Lakefront House with Beautiful Views

FamilyLocationKitchen

A spacious outdoor deck is highlighted by plush seating and a dining area, overlooking the tranquil lake. Soft lighting creates a serene atmosphere, while lush trees frame the view. A decorative rug adds style, enhancing the inviting atmosphere for relaxation and dining.

4.84 out of 5 average rating, 32 reviews

Lakefront with amazing views!

LocationFamilyBackyard

4.94 out of 5 average rating, 85 reviews

A family lake house is positioned over the water, surrounded by lush trees. The two-story structure features multiple decks, providing space for outdoor activities. Colorful kayaks and paddleboards are visible along the dock, reflecting a peaceful lakeside ambiance under a partly cloudy sky.

Cottage in Alton

Lake Winnipesaukee/9min to Gunstock Mtn. Alton Bay

ValueFamilyComfort

5.0 out of 5 average rating, 29 reviews

Home in Wakefield

Luxury Lake House +Hot Tub! Waterfront Magic in NH

LocationFamilySleep quality