Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

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

1 of 1 pages1 / 1

Top guest favorite

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

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.

4.93 out of 5 average rating, 287 reviews

Top guest favorite

A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.

Cabin in South Berwick

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

5.0 out of 5 average rating, 326 reviews

Top guest favorite

A two-story colonial home is set on a green lawn, flanked by blooming purple flowers. A welcoming entrance features a set of steps leading to a front door. Large windows line the front facade, allowing ample natural light, with trees visible in the background.

Home in Manchester

Manchester’s home away from home

Welcome Home! A spacious colonial in the very quiet east side of Manchester NH. A Short 2 min drive to Route 93 close to airport (MHT) and downtown Manchester. The first floor features formal dining, large kitchen, eat-in, half-bath plus Laundry, and a large open living room. The second floor features a spacious and bright master bed as well 2 other large bedrooms and 2nd bath.The finished basement is setup with a new 4K projector. Outside you have an appealing space with grill. Turo available.

5.0 out of 5 average rating, 143 reviews

Guest favorite

The room features a spacious layout with a comfortable sofa and a decorative area rug. A bright bed is positioned against the wall, complemented by art pieces above. A desk is located in the corner, providing a dedicated workspace, while warm lighting enhances the inviting ambiance.

Home in Salem

Extra large 1 bedroom apartment

This spacious place to stay is perfect for work or vacation! Our huge bedroom basically has a 2nd living room in it complete with a pull out bed under the sofa for extra sleeping room and a desk for working. The kitchen is complete with a brand new stove, full size refrigerator, dishwasher and microwave. The living room has a dining table for 3 and another pull out couch suitable for sleeping. In unit washer dryer and a shower you dream of! 8 min drive to Tuscan Village, 8 mins to Canobie Lake!

4.87 out of 5 average rating, 119 reviews

Top guest favorite

Apartment in Chester

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.

5.0 out of 5 average rating, 58 reviews

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

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.

4.96 out of 5 average rating, 126 reviews

Guest favorite

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.

Apartment in Derry

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.

4.87 out of 5 average rating, 152 reviews

Guest favorite

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

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.

4.94 out of 5 average rating, 197 reviews

Top guest favorite

Guesthouse in Kingston

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.

4.99 out of 5 average rating, 164 reviews

Top guest favorite

A cozy living area is illuminated by soft lights from a decorated holiday tree, positioned near a window overlooking the lake. A large, comfortable couch occupies one side, while a wall-mounted television displays a crackling fire image. Decorative elements create a warm ambiance.

Vacation home in Derry

Little Lake House- Waterfront, Ice Fishing, & more

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.

4.96 out of 5 average rating, 208 reviews

Guest favorite

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

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.

4.91 out of 5 average rating, 219 reviews

Top guest favorite

A sandy area leads to the calm waters of Big Island Pond, framed by a tree providing shade. Small boats are docked nearby, and the serene landscape is complemented by clear blue skies and distant greenery.

Cottage in Derry

Little Red Lake House

My place is Located at Big Island Pond (with lake access), Manchester Airport & Boston Logan Airport are within an hour drive. Also local are The NH Seacoast, NH Lakes Region & White Mountains.. My place is good for couples and families (with kids). Follow me on Instagram Little_Red_Lake_House

4.91 out of 5 average rating, 229 reviews