
Family-friendly vacation rentals in Derry
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Derry

Total vacation rentals
Explore 20 vacation rentals in Derry

Nightly prices starting at
Derry vacation rentals start at G$16,735 GYD per night before taxes and fees

Verified guest reviews
Over 4,160 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Derry vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Derry rentals

4.9 Average rating
Derry stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Derry
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

Luxury Year-round Treehouse with private hot tub
The Canopy 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.

Private & Remote, Enjoy Outdoors, Sleep in Luxury
Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

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.

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.

Luxury Glamping NH - Geodome Sanctuary
The Sanctuary Geodome offers an enchanting retreat for nature lovers. It's ideal for couples seeking a romantic getaway or individuals seeking solitude. The dome is designed to feel like off-grid living, but with ALL the luxury amenities. Outside, guests can unwind in their own private hot tub or using the sauna & cold plunge. Bring your warm clothes & we suggest 4wheel cars in the winter! We have a mini wood stove that takes logs cut in halves! Must be able to bring your wood (and cut).

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.

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.

Victorian Charm
Welcome to our home, your charming Victorian getaway! We offer character, convenience & over 1100 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!

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.
Popular amenities for Derry family-friendly rentals
Family-friendly home rentals with a hot tub

Direct Waterfront A-Frame, Close to 3 Ski Areas!

Willow Falls Home ~Hot tub & Waterfront

Cozy Cabin on 5-acre Wooded Lot with Spa

Kolelemook Cottage!

Boulder House - Extraordinary Luxury in the Woods!

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

Private Waterfront • Views, Hot Tub, King Bed

Private Suite with Hot Tub
Family- and pet-friendly home rentals

Salty Mermaid Cottage/Boat House

Farmhouse Apartment with Scottish Highland Cows

Tranquil Pondside Retreat

Epsom Lakefrnt Escape~Dock~Grill~Firepit-Woodstove

1 Bed Cabin - Postcard Cabins, Blake Brook

Linden Cottage - comfort, connection, convenience

Newly renovated, spacious, clean, 3 bedroom home.

In the country but near the action.
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D

Farm Living

Tiny house living close to Ogunquit center!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Sunset Waterfront Retreat | Private Beach, Pool &

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Pool Is Open! Steps from Harbor + Walk to Old MHD

Rocky Ledge: Cozy Pet-Friendly 3BR Log Cabin
When is the best time to visit Derry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,614 GYD | G$26,986 GYD | G$28,869 GYD | G$25,103 GYD | G$31,379 GYD | G$39,538 GYD | G$41,211 GYD | G$43,931 GYD | G$35,563 GYD | G$35,981 GYD | G$29,078 GYD | G$29,705 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Boston Seaport
- Boston University
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- Long Sands Beach
- MIT Museum
- New England Aquarium
- Pats Peak Ski Area
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach





