Holiday rentals in Derry

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Top-rated holiday rentals in Derry

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

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Top guest favourite
A spacious home sits on a manicured lot, featuring a well-kept garden and an expansive driveway. The two-story structure boasts large windows and a welcoming entrance, with outdoor lighting enhancing its features during twilight. The attached garages are visible on the right.
Guest suite in Windham
4.99 out of 5 average rating, 290 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Guest favourite
A welcoming sitting area features two comfortable chairs beside a small round table. Natural light floods through large windows, showcasing views of the serene lake. A television is mounted above a decorative fireplace, creating an inviting space for relaxation.
Home in Derry
4.92 out of 5 average rating, 506 reviews

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.

Guest favourite
A modern kitchen area features stainless steel appliances, including a refrigerator and a gas stove. Open shelving displays decorative items. A dining table and chairs are situated near the room's entrance, while a doorway leads to a bathroom in the distance.
Flat in Derry
4.95 out of 5 average rating, 77 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
The exterior of the home and attached apartment is shown, featuring a light-colored facade with dark trim. A paved driveway leads to a two-car garage, surrounded by landscaping of shrubs and trees. An American flag is displayed, providing a welcoming touch.
Flat in Londonderry
4.97 out of 5 average rating, 144 reviews

The Birch Suite: Large, Cozy NH Themed Apartment

Our home and attached apartment is tucked away in a quiet neighborhood in southern NH, just minutes from major N/S highway Route 93. We are thrilled to offer our New Hampshire-themed apartment to individuals, couples and families. Each room is decorated to represent the most interesting aspects of our state: the purple lilac bathroom, the maple bedroom, the white birch living room and a large second bedroom/playroom we call "the state room" - a fun, educational room of all things New Hampshire.

Top guest favourite
An aerial view showcases a spacious property surrounded by lush trees, featuring a large private tennis court and half-basketball court. The well-manicured grounds are complemented by additional outdoor areas, highlighting a serene and inviting environment.
Home in Windham
4.93 out of 5 average rating, 304 reviews

One Level 2 bedroom suite on private cul-de-sac

Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

Top guest favourite
A charming Victorian house is presented, featuring distinctive architectural elements such as a turret and steeply pitched roof. A flag is displayed at the entrance, while well-maintained shrubs and grass surround the property. The steps lead to a welcoming front door.
Flat in Derry
4.95 out of 5 average rating, 231 reviews

Victorian Charm.

Welcome to your home away from home in this charming Victorian getaway! We offer character, convenience & close to 2000 sq ft living space. Enjoy your morning coffee in the turret, all the wonder of being outside (circular view), yet all comforts of the warmth within. We are 40 minutes from Boston, 1.5 hours south of the White Mountains, 1.9 miles from 93 N/S ramp. If mid-term rental is your goal, feel free to inquire. Free onsite parking. We look forward to hosting you in beautiful NH!

Guest favourite
The living area is characterized by a light and spacious design, featuring a large gray couch with decorative pillows, a white coffee table, and a cozy accent chair. Sunlight filters through the windows, illuminating the hardwood flooring and creating a warm ambiance.
Home in Derry
4.88 out of 5 average rating, 172 reviews

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.

Guest favourite
A mid-century modern living space features a vibrant orange sectional sofa adorned with colorful throw pillows. A round wooden coffee table sits on a soft area rug. Natural light fills the room, highlighting the geometric patterned wallpaper and a workspace with a chair and desk in the background.
Flat in Manchester
5 out of 5 average rating, 35 reviews

Bohemian Retreat ~ 1 BR + Flex Room, New, Central

Step into mid-century modern charm at this vibrant yet serene getaway in Manchester’s North End! Featuring a stylish bedroom with a luxury queen bed and a versatile flex room — a bright space with blackout blinds that can serve as an office, lounge, or extra sleeping area for one to two people. Perfect for families or remote workers, this thoughtfully designed retreat is minutes from downtown. Enjoy a fully stocked kitchen, elegant furnishings, workspace, free parking at your door, and more!

Guest favourite
A cozy living room features a plush sectional sofa arranged around a stylish coffee table. A large smart TV is positioned against a white brick wall, and artwork depicting serene landscapes adorns the adjacent wall, contributing to a relaxed ambiance.
Home in Derry
4.83 out of 5 average rating, 30 reviews

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!

Top guest favourite
The spacious living area features high ceilings and natural light streaming through large windows. A comfortable sectional couch is arranged around a wooden coffee table, with two accent chairs positioned nearby. A television is mounted on the wall, contributing to the cozy atmosphere.
Guest house in Kingston
4.99 out of 5 average rating, 118 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.

Superhost
A cozy living area features a light-colored sofa adorned with plush throw pillows. Natural light floods in through large windows, illuminating the space. A tabletop and decorative plant are visible in the background, adding a touch of warmth to the inviting ambiance.
Flat in Derry
4.76 out of 5 average rating, 397 reviews

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.

Top guest favourite
A two-story red house is viewed from the front, surrounded by greenery and trees. The property features a gravel driveway and a fenced backyard. Kayaks are seen by the water, which is just beyond the fence, providing a glimpse of the lake access.
Holiday home in Derry
4.96 out of 5 average rating, 174 reviews

Little Lake House-fishing, relaxation, 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.

Popular amenities for Derry holiday rentals

When is the best time to visit Derry?

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Avg. price$129 SGD$130 SGD$129 SGD$133 SGD$168 SGD$194 SGD$192 SGD$187 SGD$170 SGD$176 SGD$153 SGD$137 SGD
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Quick stats about holiday rentals in Derry

  • Total holiday rentals

    Explore 40 holiday rentals in Derry

  • Nightly prices starting at

    Derry holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Derry holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Derry rentals

  • 4.8 Average rating

    Derry stays are highly rated by guests – averaging 4.8 out of 5!

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