Holiday houses in Little Boars Head

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Top-rated holiday rentals in Little Boars Head

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Top Guest favourite
A beautifully crafted treehouse is illuminated at night, highlighting its wooden exterior and spiral staircase. Soft lights strung in the surrounding trees create a warm ambiance, inviting serenity and connection with nature.
Treehouse in Sanford
4.95 out of 5 average rating, 240 reviews

Luxury Year-round Treehouse with private hot tub

Cliff House 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.

Guest favourite
The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.
Barn in Exeter
4.87 out of 5 average rating, 581 reviews

The Word Barn, Exeter, NH

Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

Top Guest favourite
A cozy living area features a sectional couch adorned with pillows, set against a backdrop of exposed brick walls. Shelves display decorative items, including nautical decor. A round coffee table rests on a patterned rug, with light streaming through windows highlighting the eclectic design.
Loft in Portsmouth
4.96 out of 5 average rating, 277 reviews

Downtown Market St Loft—Style & Cozy, Above it All

Live local in the heart of Portsmouth! Relax in our bright, two-level loft above Historic Market Street—steps from cafés, boutique shops & more. Stay in PORTSMOUTH'S BEST VACATION HOME! 🏆 Editors Choice, Condé Nast Traveler. Why you’ll love it ➝ Full kitchen ➝ Eclectic & full of personality ➝ Sunny deck with skyline view ➝ Comfy queen bed ➝ Fast WiFi, dedicated workspace ➝ Walk 2min to "the decks", restaurants & Prescott Park. TREAT YOURSELF to a cozy downtown stay—reserve your dates today!

Guest favourite
A serene shoreline is captured at twilight, with reflections shimmering on the wet sand. The silhouette of beach houses is visible against the softening sky, where warm hues of orange and blue blend. Lights from the houses softly illuminate the scene.
Guest suite in Rye
4.85 out of 5 average rating, 240 reviews

2 Floor Private Suite. 6 min Walk to Beach.

Welcome to The Beachcomber Suite. 1/4 mile walk to Cable/Jenness Beach (sidewalk) in Rye, NH. Your own private, separate two floor space with own entrance in large main house. 1st floor is a large living room with couch, dining table/chairs, CABLE/TV, coffee maker, Microwave, and small fridge. WiFi. Your own covered porch in the front and private large bedroom with king bed & private bath on the 2nd floor. Parking for one car. 3-Day Holiday Weekends require min 3 nights. NOTE: NO KITCHEN

Top Guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 103 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Top Guest favourite
A modern kitchen features dark stone countertops and antique-style cabinetry. A large island with seating is positioned at the center, complemented by stylish bar stools. High-end appliances are visible, and a window allows natural light to brighten the space.
Home in Greenland
5 out of 5 average rating, 105 reviews

Newly Restored 1850’s farm house 3 bedroom 2 bath

This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

Top Guest favourite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye
4.98 out of 5 average rating, 360 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

Top Guest favourite
Apartment in Hampton
4.99 out of 5 average rating, 201 reviews

Hampton Beach Island Path Unit 2 Open Year Round

Welcome! Time to Relax! Value Loaded Fully Stocked Spotless 2 Bedrm 2nd Flr Unit in a 3 Unit Bldg: Unit 2 has a ChairLift for your convenience! You’ll love this Peaceful Clutter Free Space Open StairwayToddler Beware 1 Car Parking See Photos Ask about Free Parking Offsite Gas Grill & Picnic Table Lovely Side St One Block to the Beach Shed for Your Gear or Use my Beach Chairs/Towels & Hooks to Hang Your Towels Beach Wagon Enjoy! Close to all the Main Beach Activities

Top Guest favourite
A tranquil water view is captured from a balcony, showcasing calm reflections on the surface of the estuary. Lush greenery lines the waterfront, and the distant tree line is visible against a softly clouded sky.
Guest suite in Kittery
4.97 out of 5 average rating, 302 reviews

Coastal home on the water

A nautical look and feel is what this coastal home away from home offers. A detached from the main house in-law apartment is the perfect get away. Located directly on the water, on an estuary called Spinney Creek, part of the Piscataqua River. Bring your kayak, fishing rod, or sit back enjoy a cold beverage and watch the sunsets by the fire pit. Best water views ever. It is 1.5 miles to downtown Portsmouth, NH and less then 1 mile to the beautiful rejuvenated downtown Kittery.

Guest favourite
Guest suite in Rye
4.91 out of 5 average rating, 148 reviews

Rye Beach & Portsmouth Restaurants- Quiet Studio

Kick back and relax in this calm, stylish, quiet space w easy parking. Walk/bike to the beach. Enjoy your private space with dining area, sofa, queen bed and private bath. The space is over 600 sq ft with plenty of sunshine -- and room to relax on the couch, rest in bed or dine/work at the table. Visit the shops & cafes of Portsmouth. Clean, bright, and private space. Two bikes & beach chairs. We are a little more than a mile from the beach and an easy drive to NH/Maine sites.

Top Guest favourite
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 out of 5 average rating, 130 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.

Guest favourite
A dining area features a dark wooden table surrounded by matching chairs with floral upholstery. A light-colored bench complements the seating arrangement. A decorative tray with blue jars is placed at the center. Large windows provide natural light, while a full-length mirror enhances the space.
Apartment in Hampton
4.84 out of 5 average rating, 134 reviews

North Beach Retreat

Bring the whole family to this great place with lots of room for fun. Newly renovated condo in Hamptons north beach. Come relax in our spacious slice of heaven. We are in the perfect location just outside of the hustle and bustle of Hamptons strip but just a 5 minute drive to all of the action. Why pay for parking when you can just walk across the street to a great sandy beach or walk to the beach plum for ice cream and lobster rolls.

Popular amenities for Little Boars Head holiday rentals