Vacation rentals in Derry

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Top-rated vacation rentals in Derry

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

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Top guest favorite
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, 304 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.

Top guest favorite
An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.
Loft in Peterborough
5 out of 5 average rating, 230 reviews

Peaceful Mill with Waterfall - Top 1% Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated remote workspace

Guest favorite
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, 538 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.

Top guest favorite
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.
Apartment in Londonderry
4.97 out of 5 average rating, 155 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 favorite
A serene view of the calm lake is presented, framed by trees and surrounding greenery. The water reflects the clear sky, while homes are visible along the bank, creating a peaceful landscape perfect for relaxation.
Guesthouse in Salem
4.94 out of 5 average rating, 124 reviews

Large Private Guest House with Lake Views in NH

Just 36 miles north of Boston/Logan Airport.Enjoy lake views from this above garage private entrance guest house. Two private bedrooms (1 queen 1 full) with additional queen futon. Unit is clean & comfortable with 2 smart tv's, wifi, Keurig, microwave, minifridge/freezer. Explore the lake using 2 available kayaks. Two public beaches nearby. Parking for 3 cars. Minutes from Canobie Lake Park & Tuscan Village. 5 Wedding venues w/in 5 miles. Short drive to NH seacoast, white mountains &foliage.

Guest favorite
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
4.89 out of 5 average rating, 202 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 favorite
A modern treehouse structure stands elevated on wooden stilts among tall trees. The building features a triangular roof, wooden shingle siding, and several large windows, allowing natural light to fill the interior. Natural surroundings create a tranquil woodland setting.
Treehouse in Sanford
4.94 out of 5 average rating, 265 reviews

Luxury Year-round Treehouse with private hot tub

Skyframe is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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
4.85 out of 5 average rating, 110 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 favorite
The studio features a spacious bed with white linens, accented by decorative throw pillows. A vibrant piece of art adorns the wall above the bed. A modern vanity area with a sink is visible, along with natural light filtering through windows that offer views of the surrounding woods.
Guest suite in Milford
5 out of 5 average rating, 162 reviews

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Top 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
4.94 out of 5 average rating, 182 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.

Superhost
A cozy studio is adorned with exposed brick walls and features a full-size bed with a gold frame. A comfortable chair sits nearby, and large windows provide natural light and views of the outside area. Modern air conditioning is mounted above.
Apartment in Manchester
4.83 out of 5 average rating, 172 reviews

Gatsby's Corner | Pet Friendly Studio Apartment

We've got a grand ol' full-size bed here, decked out with a Bedgear Performance mattress and pillows that'll have you feeling like you're floating on air. Our kitchenette is equipped with all the fixin, including a two-burner electric stove, full-size microwave, mini-fridge, and Keurig coffee maker. This unit is Dog friendly.  As much as we love cats, we do not allow cats or other animals aside of dogs at our property. NOTE: This cost-effective room has the potential for noise.

Top guest favorite
A bright dining room features a white oval table surrounded by six chairs, with large windows showcasing views of the outdoors. Two pendant lights hang from the ceiling, and a decorative vase with flowers sits center stage, complemented by fruit bowls on the table.
Farm stay in North Andover
4.97 out of 5 average rating, 118 reviews

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

Vineyard Retreat — Experience the elegance and sophistication of the newly remodeled Ice House, a luxurious farmhouse offering breathtaking vineyard views and abundant natural light. Part of the historic Marble Ridge Farm established in 1680. Your stay includes a complimentary wine tasting and 10% off all wine purchases,. Located just minutes from top-rated restaurants, shopping, and highways, it's a destination to relax, rejuvenate, and create unforgettable memories.

Popular amenities for Derry vacation rentals

When is the best time to visit Derry?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,704 GYDG$20,914 GYDG$20,704 GYDG$21,332 GYDG$26,978 GYDG$31,161 GYDG$33,252 GYDG$36,808 GYDG$29,488 GYDG$31,789 GYDG$27,606 GYDG$25,096 GYD
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Derry?

    Derry has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Derry?

    Experience the best of Derry with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Derry?

    Yes! Work meets play with ease at over 20 vacation rentals in Derry featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Derry?

    Make yourself at home in Derry by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in East Derry, over 60 vacation rentals in North Salem, and over 140 vacation rentals in Derry.

  • Do house rentals in Derry have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Derry. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Derry have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Derry. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Derry have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Derry. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Derry have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Derry. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Derry

  • Total vacation rentals

    Explore 40 vacation rentals in Derry

  • Nightly prices starting at

    Derry vacation rentals start at G$8,365 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Derry vacation rentals include wi-fi 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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