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Holiday houses in Strafford County

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Top-rated holiday rentals in Strafford County

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

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Guest favourite
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

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.

ValueLocationHiking

4.95 out of 5 average rating, 221 reviews
Top Guest favourite
A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.
Cottage in Northwood

Waterfront Cottage Private Dock | Kayaks | Rowboat

Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

ValueFamilyCheck-in

4.94 out of 5 average rating, 162 reviews
Top Guest favourite
The lakeside view captures a charming two-story cabin illuminated by warm lights. Reflections on the water create a serene atmosphere. A deck with white railings and greenery surrounds the structure, enhancing the natural setting amid trees.
Home in Farmington

Charming and spacious lakefront home with hot tub!

Welcome to relaxing lake life with all of the amenities at Grandview Gambrel. 4 Bedrooms, sleeps 8-12. Hot tub, pool table, wet bar and Karaoke machine. Stunning views of Baxter Lake through the wall of windows in the inviting lake room and from the large deck directly on the waterfront, Grandview Gambrel manifests beauty and relaxation. Nothing beats the scenic natural location and direct access to the lake, with kayaks, pedal boat, sandy beach, rowboat, and boat launch/docking all on site!

FamilyLocationSleep quality

4.98 out of 5 average rating, 42 reviews
Top Guest favourite
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

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.

FamilyLocationNearby

4.96 out of 5 average rating, 221 reviews
Top Guest favourite
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

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.

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 71 reviews
Top Guest favourite
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.

FamilyValueIndoor spaces

4.95 out of 5 average rating, 380 reviews
Top Guest favourite
Home in Durham

Newly Renovated | Farm Stay | Near Portsmouth!

Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

FamilyValueCleanliness

4.94 out of 5 average rating, 199 reviews
Top Guest favourite
Home in New Durham

Waterfront Chalk Pond | Fireplace | Kayaks

Birch Hill House on Chalk Pond is a bright waterfront retreat for every season. Cathedral ceilings and expansive windows frame glowing sunset water views while a cozy electric fireplace warms crisp evenings. Enjoy hiking, birding, kayaking, fishing, and swimming from the private beach, then unwind by the fire pit or relax on the spacious deck. Watch for loons and eagles and explore nearby Birch Ridge trails, Powder Mill snowmobile routes, and the Lakes Region. 90 minutes from Boston.

FamilyLocationCheckout

5.0 out of 5 average rating, 27 reviews
Top Guest favourite
Home in Wakefield

Cozy Lakes Region Escape. Fire Pit. Patio

Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

LocationFamilyHeating

4.97 out of 5 average rating, 115 reviews
Superhost
Home in Milton

Magical Milton in Fall | Cozy | Bonfire | Hot Tub*

Welcome to Camp Lollywood at Milton Three Ponds—a modern luxury lakefront retreat for unforgettable fall getaways. This sleek 3-bedroom, 2-bath lakehouse sleeps 8 and blends sophisticated design with genuine warmth. Step inside to clean lines, soaring ceilings, and a fireplace perfect for cozy evenings. The chef's kitchen and open living spaces flow to your private dock and sandy beach. Firepit nights, s'mores, and stargazing define your stay. Hot Tub Coming Fall 2026!

LocationFamilyCleanliness

5.0 out of 5 average rating, 3 reviews
Top Guest favourite
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.

LocationFamilyPets

4.98 out of 5 average rating, 122 reviews
Top Guest favourite
Home in Farmington

Lakefront Retreat w/ Hot Tub & Stunning Views

🌊 Escape to our charming waterfront home in Farmington, NH! Perfect for families, friends 👯, or couples 💕, this lakefront getaway offers the ideal balance of relaxation and adventure. ☀️ Wake up to breathtaking lake views, sip your morning coffee on the deck ☕, or enjoy direct access to the water with your own private dock 🚤. Spend your days swimming 🏊, fishing 🎣, kayaking 🛶, or simply lounging by the shore 🌿.

LocationFamilySkiing

4.98 out of 5 average rating, 62 reviews

Popular amenities for Strafford County holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Strafford County

Top Guest favourite
Home in Farmington

Lakefront Retreat w/Private Beach Kayaks Included!

ValueLocationPets

4.98 out of 5 average rating, 40 reviews
Top Guest favourite
Home in Strafford

Vasha Lakehouse

ValueLocationCleanliness

5.0 out of 5 average rating, 27 reviews
Guest favourite
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.
Home in Middleton

Lake Living, sit back and relax!

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 21 reviews
Top Guest favourite
Home in Milton

NH Lake House w/Private Beach, Hottub, & Lg Deck

FamilyLocationBackyard

5.0 out of 5 average rating, 50 reviews
Guest favourite
The living room features a comfortable sectional sofa with neutral tones, positioned near a cozy brick fireplace. A ceiling fan adds to the airy feel. Natural light enters through the large windows, and a small workspace with a desk is visible against the wall.
Home in Alton

Willow Acres

LocationFamilyCheck-in

4.94 out of 5 average rating, 48 reviews
Guest favourite
Home in Middleton

Hope's Haven-Lakefront House with Beautiful Views

ValueFamilyDecor

4.94 out of 5 average rating, 81 reviews
Top Guest favourite
A wooden dock leads towards a charming lake house, surrounded by lush greenery. The house features a large deck with colorful umbrellas, with several seating areas visible on the sandy beach. A boat is docked nearby, complementing the peaceful lakeside setting.
Home in Alton

Derby House

LocationFamilyAccuracy

5.0 out of 5 average rating, 42 reviews
Top Guest favourite
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.
Home in Middleton

The Dam Lake House-Relax and Enjoy the Views!

FamilyLocationBarbecue

5.0 out of 5 average rating, 36 reviews

Destinations to explore