Vacation rentals in Fitzwilliam

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Top-rated vacation rentals in Fitzwilliam

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

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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

"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)

LocationValueCheck-in

4.95 out of 5 average rating, 428 reviews

Top guest favorite

A wooden dock extends over calm waters, featuring four white Adirondack chairs positioned for lake views. In the background, a blue house is nestled among lush greenery, with large windows reflecting natural light. The scene illustrates a peaceful lakeside setting.

Home in Fitzwilliam

Lakefront Home | Near Monadnock

Welcome to our peaceful oasis on Laurel Lake - one of the cleanest lakes in New Hampshire! If you're looking for a place to relax after hiking Mount Monadnock or to have a week of summer fun with the family this is the home for you. Enjoy your morning coffee on the deck overlooking the lake, spend your day kayaking and end it with an outdoor shower before laying in bed listening to the sounds of the loons. Enjoy local activities like hiking, breweries, berry picking and visiting scenic towns!

LocationFamilyView

5.0 out of 5 average rating, 20 reviews

Top guest favorite

A modern dining area is presented with a light wood table accompanied by four matching chairs. A neutral-colored vase with greenery sits at the center of the table. The space is brightened by large windows and features a comfortable living room area in the background.

Home in Jaffrey

Squantum Place

Relax with the whole family at this peaceful place to stay. This brand new townhome has enough beds to sleep 9. It is within walking distance to 344 acre Lake Contoocook, and close to trails and popular hikes. Mount Monadnock, one of the most hiked mountains in world, is only 10 minutes away. Modern comforts include WiFi, smart TV’s, designated work space, fully stocked kitchen and laundry. Primary bedroom and full bathroom on the main level. Enjoy the comforts of A/C throughout this home!

ValueFamilyKitchen

4.98 out of 5 average rating, 54 reviews

Top guest favorite

A rustic log cabin is surrounded by lush greenery, featuring a red metal roof and a large front deck. A stone pathway leads to the entrance, while multiple windows and a balcony are visible on the second floor, blending harmoniously with the natural landscape.

Cabin in Rindge

Lakefront 3BR Log Cabin w/ Dock & Fire Pit

Escape to our true log cabin on Lake Contoocook. Wake up to sparkling water views, step onto the private dock, and spend the day swimming, kayaking or fishing. Inside you’ll find soaring timber ceilings, a fully equipped kitchen, fast Wi-Fi and three comfy bedrooms that sleep eight. Lakefront deck for sunset drinks, fire pit & BBQ grill Board games & books for rainy days. Only 90 minutes from Boston yet a world away in the pines—perfect for families and friend getaways year-round.

FamilyValueWalkability

4.94 out of 5 average rating, 134 reviews

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

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.

ValueFamilyLong stay

4.98 out of 5 average rating, 106 reviews

Superhost

A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.

Home in Keene

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

FamilyValueGetting around

4.98 out of 5 average rating, 209 reviews

Guest favorite

A vintage log cabin with a green metal roof is nestled among tall trees, showcasing a welcoming porch with seating. Vibrant blue adirondack chairs surround a fire pit, while a picnic table offers an inviting space for outdoor dining. The natural setting enhances the peaceful ambiance.

Cabin in Fitzwilliam

Charming Waterfront Log Cabin

Escape the daily grind at this unique & tranquil getaway. At the end of a quiet road, this vintage log cabin sits on a 150-acre pond to explore at your pleasure. Inside, the space features 2 bedrooms & a spacious loft. Listen to the sounds of nature by the fire pit, watch the sunset from the porch, or watch Netflix on our fiberoptic Wi-Fi. However you slice it, you'll leave The Pond Camp relaxed, rejuvenated, & ready to tackle whatever comes your way.

ValueFamilyQuiet

4.86 out of 5 average rating, 133 reviews

Top guest favorite

A spacious lawn is bordered by trees, showcasing the tranquil natural setting. In the distance, a modern house stands with large windows and a screened porch, blending seamlessly with the environment. Vibrant fall foliage adds color to the landscape.

Chalet in Jaffrey

Secluded home @ foot of Mt Monadnock Tesla Charger

Located in Jaffrey, NH, just 1.5 hours from Boston and 4 hours from New York, this secluded 5 bedroom large 1930 renovated Cape has extraordinary views from the house and on the surrounding trails. The house is modern and efficient, with a large gourmet open kitchen, spacious living room and dining room, a porch, and many bedrooms. Enjoy spectacular views, country charm and total privacy in this spacious, comfortable home and 35 acre plus property.

LocationFamilyAir conditioning

5.0 out of 5 average rating, 17 reviews

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

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.

ValueLocationCondition

4.96 out of 5 average rating, 134 reviews

Top guest favorite

An aerial view captures the Classic New England Lakehouse situated on the sandy shores of Lake Monomonac. The expansive beach leads to the tranquil water, surrounded by lush greenery. A well-maintained dock extends into the lake, inviting relaxation and recreation.

Home in Rindge

The Shoreline

Welcome to The Shoreline. This Classic New England Lakehouse is located on Lake Monomonac, minutes away from amenities but tucked away in small town America. This property is the ideal getaway for a relaxing peaceful vacation. The kitchen and living areas are comfortable and clean, but the real star is the lake itself—perfect for boating, kayaking, swimming, and fishing. Enjoy the 180 degree water views and over 600 ft of beautiful shoreline.

FamilyLocationWalkability

4.96 out of 5 average rating, 50 reviews

Guest favorite

Home in Richmond

Porcupine Hill Farm

You can get away from it all at Porcupine Hill Farm in southern New Hampshire. Tranquil, wooded surroundings melt away the stresses of modern living at this 250-year-old farm house, which also brings American Revolutionary-War history and Monadnock region arts alive. Local hikes, quiet relaxation, and solitude can define your stay at Porcupine Hill Farm, or use it as a base for exploring southern NH and VT.

LocationFamilyCheckout

5.0 out of 5 average rating, 8 reviews

Top guest favorite

Place to stay in Winchendon

Enjoy your stay in an Antique Home in a Toy Museum

Stay on the second floor of a 1780 Colonial House in a very unique toy museum. Winchendon is a quaint bedroom community known as "Toy Town". Located close to hiking trails, skiing, and lakes. The home is located right downtown, close to restaurants, bike trails and the library. You have access to a kitchen, 1 full bath, and 2 half baths. All rooms are well appointed, and period decorated.

LocationValueSleep quality

4.93 out of 5 average rating, 103 reviews