
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Little Lake House, the Bungalow
Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Lakeview Ste./Wineries/Golf/Fall Attractions/KgBd
Escape to your private cozy suite—perfect for a romantic getaway, solo retreat, or a peaceful work trip. Nestled in the heart of Southern NH, this haven blends comfort with nature. Unwind on a plush King-sized mattress while the soothing sounds of loons lull you to sleep. Start your day with a cup of coffee or a quick meal, then explore nearby beaches or scenic spots. Whether you're relaxing or adventuring, this suite offers the perfect balance of convenience and tranquility. Your escape awaits!

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
Unwind in the modern 1BR 1Bath apt in the heart of downtown Amesbury, just a stone's throw away from tasty local restaurants and attractions. This charming oasis is perfect for leisure guests looking to explore nearby beaches and towns while also being close to hospitals and colleges, catering to traveling nurses and professionals. ✔ Comfortable King Bedroom ✔ Cozy Living Room ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ Washer/Dryer ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Haven 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 hot tub, loft room, and lake access, The Haven 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.

Idyllic Small-Town Stay (2 Bed)
Discover the charm of Derry, NH in this quaint 2-bedroom home! On the peaceful outskirts of a small town, 3 min from I-93 with easy access to Boston (45 min) and Manchester (15 min). Cozy living space with modern amenities, fully equipped kitchen, and dedicated workspace. Shared backyard patio with a grill & fire pit. Perfect for families and friends seeking a relaxing retreat with small-town vibes and convenience. Explore local treasures like Canobie Lake, vineyards, and Robert Frost Farm!

The Vineyard Penthouse - Beautiful Inside & Out
Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen and savor the tranquility of your private space. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

The Dreamcatcher ~ Luxury New Apt, Prime North End
Wake up in a stunningly artistic, spacious studio in the heart of Manchester’s prime North End! Just minutes from downtown’s best restaurants & attractions, this safe, quiet & private apartment is in a high-end building with luxury finishes. Designer-renovated and brand new—from interior & systems to the roof. Featuring: - Full, well-equipped kitchen 🍽️ - Dedicated workspace 💻 - Convenient parking spot 🚗 - Bright, airy space filled with natural light ☀️ Full list of amenities below 👇

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.

Downtown Derry, Studio Apartment
Cozy up during your next trip to southern NH! Built in 1910, the home has been completely renovated. The Studio 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.

Cozy Central Downtown 2BD Unit Close to 93 & Elm
Enjoy this stylish space at this centrally located apartment right in downtown Manchester, designed for you and your family to relax, and enjoy what New Hampshire has to offer. We designed this space to accommodate your everyday needs as well as please the eye. Located on a very busy/noisy street. ✓ 2 Mins to downtown Elm Street ✓ 3 Mins to Interstate 93 ✓ 5 Mins to the Elliott Hospital ✓ Tons of things to do/eat close-by ✓ Free on-site parking ✓ Easily Accessible ✓ Private Entrance

The Sweet Suite - Close 2 MHT+93
Come and stay at the Sweet Suite, a hidden gem in Londonderry, NH perfect for a weekend getaway or a traveling worker. This apartment features a sleep number bed for restful comfortable nights as well as a full eat in kitchen and living room area. Perfectly situated just 5 minutes from 93 and 15 minutes from MHT airport (We checked!). This property is well suited for commuters or for those looking to explore the great natural wonders NH has to offer. Families also welcome!

Urban Oasis: Modern Studio in Manchester’s Heart
Welcome to your private urban oasis! This brand new, modern studio is perfectly tailored for solo travelers or couples seeking a blend of comfort and convenience in Manchester, NH. Ideal for: 1-2 guests Bed: Queen size with memory foam mattress Kitchen: Fully-equipped with coffee maker and kitchenware Bathroom: Private, with all essentials Entertainment: 50-inch TV with Netflix Comfort: Heat and AC for your ideal temperature Access: Private entrance for your convenience
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Jeremiah Goodwin House, Built in 1855 (c)

LG Place

The Hudson Taylor Room

Room for2 in NH private bathroom

Concord Abode l Ski Passes. Pool. Free Breakfast.

Leavitt Hill Farm

Bee Haven - Room #2

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi
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