Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Top guest favourite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry
4.93 out of 5 average rating, 282 reviews

Sanctum by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Top guest favourite
Flat in Derry
4.96 out of 5 average rating, 106 reviews

Gorgeous Lakefront Suite Apartment (Unit 3)

Get away to a lakefront retreat in beautiful southern NH! Enjoy our 1 bedroom unit that is part of a gorgeous 3 family waterfront home. This suite comes complete with a thoughtfully decorated living room, a stocked kitchen, and furnished with a queen-sized bed and an air mattress upon request. Enjoy free shared lake access! It is 8 minutes from I-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White Mountains.

Top guest favourite
Flat in Chester
5.0 out of 5 average rating, 53 reviews

Sunny Horse Farm Studio With Pasture Views

Our spacious studio apartment includes a fully equipped kitchen, billiards/ping pong table, 60” flatscreen TV with Roku, propane fireplace, and private patio with pergola and wood-burning firepit. We are located at the top of a 1000 foot dirt driveway, surrounded by fields and woods. Your space is in the walk-out basement of our home, and includes one queen bed as well as a queen fold-out Koala couch. There is a private entrance, with plenty of parking. Price includes Airbnb 15.5% service fee.

Top guest favourite
A serene lake scene captures vibrant colors of a sunset reflected on calm waters. Inflatable floats and paddle boards gather at the water's edge, enhancing the tranquil atmosphere. Lush trees line the horizon, framing a picturesque view over the lake.
Home in Hampstead
5.0 out of 5 average rating, 29 reviews

Remodeled NH Lakefront home-Sunrise & Sunset Views

Relax in this updated family friendly 5BR lakefront home w/stunning views, raised sandy beach & dock. Enjoy the swimming, wildlife, fishing, outdoor games & cozy indoor comforts. Includes full kitchen with new appliances, workspace, fireplace & 4 parking spots. Near Boston, White Mtns, wineries, breweries, hiking & more. Whether you want to spend your days on the lake, exploring the mountains or enjoying a day trip to Boston, this lake home is your perfect base for adventure and relaxation!

Top guest favourite
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, 120 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.

Guest favourite
The dining area features a wooden table surrounded by four high-backed chairs. A large piece of artwork is displayed on the wall, and a potted plant adds a touch of greenery. The open kitchen is visible in the background, equipped with modern appliances.
Flat in Derry
4.87 out of 5 average rating, 145 reviews

3 Bedroom Apartment in Downtown Derry

Cozy up during your next trip to southern NH! Built in 1910, this apartment has been completely renovated. Meadowview is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Top guest favourite
A modern two-story cottage is viewed from the lakeside, surrounded by trees. A patio with green chairs is visible in front of large windows. A boat dock extends from the shore, with kayaks resting nearby on a grassy area, creating a blend of nature and outdoor activities.
Home in Nottingham
5.0 out of 5 average rating, 34 reviews

Harmony Cove Cottage

Enjoy a serene, private lakefront retreat perfect for everyone. With direct access to Pawtuckaway Lake, you can kayak, fish, swim, and boat. Nearby Fundy Cove Boat Launch and Pawtuckaway State Park make it easy to launch your boat with dock access at the house or hike the outdoors. The newly renovated cottage features 2 bedrooms, 1 murphy bed, 2 bathrooms, a game room, open-living space, and ample outdoor areas for grilling, relaxing by the fire, and fishing. Your lakeside getaway awaits!

Guest favourite
A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.
Home in Salem
4.94 out of 5 average rating, 194 reviews

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

Top guest favourite
Guest house in Kingston
4.99 out of 5 average rating, 158 reviews

Accessory Apt on Wooded Property

Forget your worries in this spacious and serene space. Guest House/Over Garage Apartment tucked away on 6 acres. Centrally locataed in the seacoast region of New Hampshire. Close to mountains, beaches, hiking trails, lakes, & more. 15 minutes to Exeter, 30 minutes to North Hampton/Hampton Beach, 35 minutes to Southern Maine and Portsmouth, NH, 40 minutes to Manchester Boston Regional Airport, and 1 hour to Downtown Boston yet still tucked away in your own private retreat in the woods.

Top guest favourite
An outdoor seating area is set on a patterned rug, featuring a black table surrounded by four red chairs. A grill is positioned nearby, and a wooden deck leads towards the water, framed by a black fence and trees that provide shade.
Holiday home in Derry
4.96 out of 5 average rating, 208 reviews

Little Lake House- Swimming, Fishing, Waterfront

Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.

Guest favourite
The historic New England farmhouse is pictured in a lush green setting, showcasing its distinctive red exterior and traditional windows. Expansive grassy areas surround the home, allowing for outdoor activities and relaxation. A serene sky adds to the peaceful atmosphere of the property.
Home in Chester
4.91 out of 5 average rating, 219 reviews

Charming New England Farmhouse

This rustic New England Farmhouse (Recently listed as one of “The best Airbnb’s in New England” by Timeout!) has all the charm of an 18th century home, complete with all the amenities you need for your next getaway or vacation! With a sprawling yard, a newly renovated kitchen (great for gatherings), a massive deck, and 5 bedrooms. Our home has room for a fun family getaway or a relaxing retreat away from the city.

Guest favourite
Flat in Sandown
5.0 out of 5 average rating, 5 reviews

Hidden Ledge In-Law Apt

Thank you for your interest in Hidden Ledge! We are so happy to share our quiet corner of the little town of Sandown, NH. The property is surrounded by forest, including 20 undeveloped acres to the south. You may catch a glimpse of the neighbor’s two horses through the trees! The long, winding driveway leads to plenty of parking behind the home and your own private entrance to the apartment.

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