Vacation rentals in Wilton

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Top-rated vacation rentals in Wilton

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

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Top guest favorite
A charming Cape-style house is positioned amidst vibrant autumn foliage. The white exterior is complemented by a wooden addition with a gabled roof, while landscaped grass and low shrubs surround the entrance. Sunlight filters through the trees, enhancing the inviting atmosphere.
Cottage in Temple
4.96 out of 5 average rating, 71 reviews

Quiet Cape-style cottage with garden in the woods.

Enjoy a tranquil get-away in a rural New England town. Just over an hour from Boston, and a perfect gateway to the Monadnock Region. Wonderful area to hike, bike, ski. Near other little towns with plenty of venues in the arts, music, and dining, or dine in with a fully-equipped kitchen, large dining area with a flower garden view. Huddle around the fireplace or outdoor fire pit to view stars & fireflies and hear owls and crickets! Awake in a quiet paradise. Internet is 110/112 MB WELCOME ALL!

Top guest favorite
A cozy sitting area features a charcoal gray armchair and matching sofa, accented with yellow pillows. A round coffee table sits atop a circular area rug, and a small vase of flowers adds a touch of brightness. Natural light filters in through slanted ceiling windows.
Loft in Lyndeborough
4.99 out of 5 average rating, 82 reviews

European Style Loft • Autumn Colors • Dog-Friendly

The Loft is a refined European-style countryside retreat set on 20 private acres of meadow and forest in the heart of New Hampshire’s autumn beauty. Wake to misty mornings and coffee overlooking changing leaves, wander woodland trails with your dog, watch deer at dusk, and return to cozy evenings and brilliant stargazing through expansive windows. Quiet, private, and thoughtfully designed for couples or close companions seeking calm, comfort, and a slower pace. Calm, well-behaved dogs welcome.

Top guest favorite
A quaint cabin sits amidst lush greenery, framed by tall trees. The blue exterior features a welcoming porch, flanked by blooming white hydrangeas. A well-kept lawn complements the serene landscape, providing a peaceful retreat in a natural setting.
Guesthouse in New Ipswich
4.95 out of 5 average rating, 424 reviews

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

Top guest favorite
A cascading waterfall flows over natural rocks, surrounded by lush greenery. Delicate pink flowers in the foreground enhance the serene setting, where the sound of rushing water and natural beauty create a peaceful atmosphere.
Guesthouse in Wilton
4.94 out of 5 average rating, 686 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Top guest favorite
A modern ranch-style home is set against a backdrop of lush greenery, featuring a combination of wood and large glass windows. Solar panels are visible on the roof, with a stone wall and landscaped area framing the exterior. The property blends harmoniously with the surrounding nature.
Home in Amherst
4.97 out of 5 average rating, 96 reviews

Modern Luxury in a Spectacular Natural Setting

The Pond House is a hidden gem: A Frank Lloyd Wright-inspired modern ranch on 6 acres, with a private pond. Equal parts modern architecture and natural beauty, our secluded property is the perfect place to unwind in solitude, or use it as a base for local adventures. Under vaulted ceilings, endless windows and the screened porch offer seamless indoor-outdoor living in a stylish space. Explore the woods on our 1/4 mile of private paths, or enjoy a campfire at the edge of our private pond.

Top guest favorite
A bright kitchen is featured, showcasing wooden beams and vintage wallpaper. A dining table with blue chairs is set for two, while a modern sink, a stove, and a refrigerator are integrated into stylish cabinetry. Natural light filters through a large window, illuminating the warm wooden floor.
Tiny home in New Ipswich
4.98 out of 5 average rating, 54 reviews

Quaint, Historic Tiny Home

The history of this “little red shed” is as storied as New Ipswich herself. Built in 1804, she was a law office, a post office, then a tiny cigar store. This home strikes the perfect balance of historic charm and modern hospitality. It includes newly remodeled half bath with shower, a fully stocked kitchen, AC/heat, wifi, and both a loft bed and pullout sofa. Sat in the heart of charming downtown New Ipswich, on the Barr Estate, this remodeled space offers a truly one of a kind experience.

Top guest favorite
The exterior of the cottage showcases a two-car garage, a combination of stone and wood siding, and large windows. A spacious driveway leads up to the home, surrounded by trees and landscaped grounds. The screened-in porch offers a glimpse of outdoor living space.
Home in Greenfield
4.97 out of 5 average rating, 31 reviews

Cozy & Private Retreat-54 Acres

Secluded, yet convenient to so much! This private, romantic and cozy NH getaway at the end of a 1 mile long dirt road is far from the closest house. A great option for couples looking for a privacy of a house, w/out the cost of a big house. Lots of wildlife! Area trails abound- summit Pack Monadnock or simply stroll into the woods to enjoy the sound of spring fed water through the creek's granite boulders. The house is thoughtfully appointed -many new furnishings, linens and amenities.

Top guest favorite
A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.
Home in Jaffrey
4.98 out of 5 average rating, 105 reviews

Willow Falls Home ~Hot tub & Waterfront

Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Top guest favorite
A warm kitchen area features wooden paneling and a round dining table set for two. A small, cozy electric stove is situated near the table. The space is complemented by a full-size refrigerator and a microwave, with decorative touches on the walls.
Apartment in New Ipswich
4.96 out of 5 average rating, 142 reviews

Quiet country apartment in farmland setting.

Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Top guest favorite
A wide expanse of green grass is framed by tall trees and a clear blue sky, creating a serene outdoor setting. The view extends into the distance, showcasing a natural landscape with rolling hills and open vistas.
Guest suite in Wilton
5 out of 5 average rating, 35 reviews

Serene and private with beautiful views. Wilton.

Take a break and unwind at this peaceful oasis. The property is located on a private road and on a 5 acre lot. There is a substantial deck with two lounge chairs, umbrella, and two chairs with a table between. Below the deck is a brick patio, with chairs, Weber grill, and a picnic table. You have your own garage to use. The kitchen is fully equipped with coffee maker, electric teapot , all pans, dishes, crockpot, blender. Central air conditioning throughout.

Top guest favorite
A comfortable sofa is positioned near a window with sheer curtains, allowing natural light to illuminate the space. A decorative pillow with text is placed on the sofa, while a glass of wine rests on a wooden table outside, visible through the window.
Cabin in Winchendon
4.96 out of 5 average rating, 129 reviews

The little house on Mirror Pond

Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Top guest favorite
A welcoming sleeping area features a queen bed dressed in navy bedding, complemented by two bedside lamps. A decorative pillow adds an accent to the bed. Textured area rugs are placed on the hardwood floor, enhancing the cozy atmosphere of the room.
Guest suite in Greenfield
4.96 out of 5 average rating, 181 reviews

Welcome to Merry Hill!

Take a break and unwind at Merry Hill - a peaceful wooded oasis. Merry Hill is located in Greenfield, NH about 10 minutes away from Crotched Mountain for skiing and hiking. We are mid-point between Keene and Manchester. Your private, separate entrance guest suite includes: • Queen Bed with 14” Memory Foam Mattress • Full Bathroom with Tub and Shower • Complimentary Shampoo, Conditioner & Body Wash • Mini-Fridge with Coffee / Tea Station

Popular amenities for Wilton vacation rentals