Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

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

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Top guest favorite
A comfortable living room is showcased with a fireplace surrounded by elegant marble. Soft gray sofas are arranged around a central coffee table featuring decorative elements. Warm lighting is provided by floor and table lamps, creating a welcoming space for relaxation.
Home in Manchester
4.96 out of 5 average rating, 122 reviews

Residence of Manchester

Relax with the whole family at this spacious, traditional home overlooking a conservation area. Enjoy the large outdoor deck equipped year round with a propane grill. Experience the fresh air of spring, the gorgeous reds and oranges of autumn, or the novelty of winter and its holidays from a house that does them all! The Residence is just outside the hustle and bustle of the City but minutes away from Manchester Airport and Mall of NH with its array of shopping, restaurants and entertainment.

Top guest favorite
Loft in Lyndeborough
4.99 out of 5 average rating, 85 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.

Guest favorite
Two bright yellow rocking chairs are placed on a wooden porch beside a small table holding a vase of yellow flowers. Large windows offer a view of the serene outdoors, enhancing the inviting atmosphere of the space.
Home in Mont Vernon
5.0 out of 5 average rating, 42 reviews

Dog Friendly! Peaceful retreat Dog Heaven

A modern farmhouse with a vintage twist DOG PARADISE! ZEN .... TRANQUIL! Welcome to Zen Haven, a pet friendly retreat on 12 acres of land in the heart of nature. We are located in Mont Vernon, NH. Embrace tranquility, unwind, and create lasting memories in this pet-friendly haven. With its perfect blend of comfort, style, and pet-friendly amenities, Zen Haven is the ideal destination for those seeking a peaceful escape. This gorgeous property shares its grounds with our charming duck barn!

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, 690 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.

Guest favorite
Home in Nashua
4.95 out of 5 average rating, 121 reviews

Spacious Townhome* Deck, Yard, Great location!

Welcome to your Home Away from Home in Nashua, NH!. Are you ready to experience the perfect blend of comfort, convenience, and charm? Our beautiful 3-bedroom home is just minutes away from the heart of downtown Nashua. Our home offers the perfect blend of comfort, convenience, and style, making it the ideal destination for families, friends, and business travelers alike. Expect modern amenities such as high-speed Wi-Fi to stay connected, central air and on-site parking for your convenience.

Top guest favorite
The studio features a spacious bed with white linens, accented by decorative throw pillows. A vibrant piece of art adorns the wall above the bed. A modern vanity area with a sink is visible, along with natural light filtering through windows that offer views of the surrounding woods.
Guest suite in Milford
5.0 out of 5 average rating, 188 reviews

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

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, 99 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.

Guest favorite
Home in Milford
4.88 out of 5 average rating, 25 reviews

Colonial Cape Home

Step back in time and enjoy a stay in this historic 1746 colonial home, just two miles from the town Oval. Experience the character of early American life with original features like the cooking fireplace, extra-wide floorboards, and countless preserved original details. Whether you're a history enthusiast or simply looking for a unique getaway, this one-of-a-kind home offers a true taste of colonial living with modern comfort. Please read the "Other details to note" before booking.

Top guest favorite
A rustic cottage is situated among lush greenery, with a well-maintained pathway leading to the entrance. The exterior features a combination of wood and stone elements, complemented by a large tree providing shade. The serene lake is visible in the background under a bright blue sky.
Cottage in Weare
4.97 out of 5 average rating, 151 reviews

Lakeside cottage. Gorgeous view & several boats.

Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.

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, 106 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 bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford
5.0 out of 5 average rating, 259 reviews

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Guest favorite
The spacious bedroom features a large bed with neatly arranged linens. Two bedside lamps illuminate the space, while a cozy chair is positioned in the corner. Light-colored walls complement the wood-like flooring, creating a calm and airy atmosphere.
Apartment in Amherst
4.81 out of 5 average rating, 117 reviews

Lovely 2 Bedroom entire apartment in Amherst.

Lovely 2 bedroom entire apartment. Newly renovated in a convenient location. Right on the center of all local activity on route 101A. One bedroom with King size bed and another bedroom with a Queen size bed. A Large living room area with an extra sofa-bed to accommodate up to two additional people. And finally a kitchen with appliances and a dining area for four people. NEMA 14/50 outlet is now available for our guests with EV. Extra guest fee: after 2 guest, is $10 per night.

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