
Family-friendly vacation rentals in Webb
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Webb
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Old Jail at St. Drogo's
The Old Lewis County Jail at St. Drogo's house is part of a revitalization and repurposing of the county's old jail. In addition to this residence, St. Drogo's house has a coffee roastery / coffee bar as well as an artisanal bakery located on the first floor. Wake up to the smell of freshly baking croissants and espresso! Lowville is in the geographical center of Lewis County. We're a stone's throw from the Adirondacks, the Black River and the Tug Hill. Come Enjoy Lewis County all four seasons!

Close to town, hot tub, snowmobile access/parking
Welcome to this thoughtfully remodeled cabin, nestled in the Hollywood Hills district on a quaint dead end road. This quiet get away spot is located in close proximity to all that the Adirondack Park has to offer. You are only: 1 mile to Hollywood Hills private beach & boat launch climb 1 mile to Bald Mountain 3.4 miles to Enchanted Forest & all the amenities of Old Forge Village Snowmobile trailers- there is room for a 2 place trailer with truck attached. Additional 2 cars in 2nd driveway.

Herkimer Hideaway woodland retreat.
A woodland private drive and bubbling brook in front of this unique southwestern design home. Seasonally your senses will come alive with the sights & sounds of nature at its best! See wild flowers, attracting hummingbirds, butterflies, and deer from your deck. Enjoy morning coffee on the deck , a stroll on the private walking trail; or a beverage stargazing by the fire pit. For the adventurer, both the Adirondacks and many famous Herkimer Diamond mines are only a short drive away!

Sauna, Ski at Oak or Gore & Walk to Village
The Speculator Guest House is fully renovated to offer an elevated and thoughtful stay. Guests love the outdoor sauna, Sunday to Wednesday private chef brunch or dinner, espresso maker, fully stocked kitchen, and everything you need for a campfire under the string lights. Walk to the grocery store, restaurants, shops, or the sandy beach on Lake Pleasant (.6 miles). Each guest receives individualized local recommendations. We live in the area year round and love to share our favorite places.

Luxury Cabin with Indoor HEATED Salt Water Pool
Welcome to Deer Meadows -The Most Unique Luxury Cabin in Old Forge! This property has serious WOW factor as soon as you pull down the private drive, and the WOW's get bigger & better as you open the door to this Adirondack paradise! This newly renovated property is the perfect blend of privacy, modern finishes, & total luxury. Deer Meadows offers a heated, INDOOR salt-water pool inside a massive pool room with 20' cathedral ceilings, BOTH POOL & ROOM ARE 78°, and 24 color changing LED's...

Robin's nest airbnb
Perfect for nature enthusiasts!Adorable studio guesthouse for 2 people...no pets, with full kitchen, wifi and direct tv included. Located in the Village of Speculator, a beautiful place in the heart of the Adirondack Park. Right on the snowmobile trail. Kayakers can shove off from the lake right located nearby. Restaurants, pubs and a local grocery store minutes away. The cabin is perfect for 2. A third person will add a 25.00 per night fee. Due to allergy reasons we can accept no pets.

Cabin on the Creek - cozy & private
Welcome to Camp Moosehead! Our little piece of rustic heaven in the Southern Adirondacks on the West Canada Creek! We have over an acre of property with a private pond for your viewing, kayaking, fishing and swimming pleasure. Located 30 minutes west of Speculator, our property is close to hiking trails, snowmobile trails and other Adirondack sights. Bring your supplies for the weekend, your sweetie and your well behaved pups and enjoy your stay at the cozy cabin on the creek.

Dreamy Lake Getaway | Beach, Fire Pit, ♕Queen Beds
Unwind at the gorgeous & private 1BR 1Bath cabin nestled just a few steps away from the stunning Little Wolf Beach. Visit the nearby Wild Center and find new ways to connect with nature through unique outdoor experiences, or grab our kayaks and explore the lake. Note: views are obstructed during summer months due to campers ✔ 2 Comfortable Queen Beds ✔ Fully Equipped Kitchen ✔ Fire Pit ✔ Kayaks ✔ Smart TV with Roku ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

The Nest
Your year round base-camp for activities, events, or just relaxing in the Adirondacks. This stylish brand new one-bedroom apartment is perfect for group trips or if the two of you want to get away by yourselves, also featuring a queen size bed with a Dreamcloud mattress in the private bedroom with a TV, plus two sofa beds and a couch to accommodate more in your group if others are joining you. The apartment is above the garage which is separate from the house.

Magical Adirondack escape + hot tub!
Fall back in time to Pinecone Paradise, a picturesque and cozy cabin in the foothills of the Adirondacks! This peaceful woodsy retreat is nestled amongst evergreens and perched on the edge of a rushing creek. Well-behaved dogs welcome for a $30 cleaning fee. In under 20 minutes you'll find: - Hiking trails galore - Adventure at Whetstone Gulf State Park - The famous Miller's Meat Market - Movies at Valley Brook Drive-In - Kayaking and swimming

Deer Trax
Relax with the family at this peaceful retreat located at 116 Railroad Ave Old Forge . It is newly built, and is nestled a little into the woods. I’m sure you will see wild life during your stay. Deer Trax is walking distance to town. It is only minutes away from Enchanted Forest and all what Old Forge has to offer. This would be the perfect place to stay for snowmobiling. It is right on the trail, and with space to park your trailer.

Lakefront Crescent Moon Cabin on Little Wolf Pond
Come enjoy Tupper Lake and the Adirondacks in this year-round lakefront 2 bedroom, 1 bath cabin on Little Wolf Pond. Situated right on the waters edge, the views will wash away all your stress. Steps down to the lake for swimming access. Or take out the canoe, 2 kayaks or 2 paddle boards and explore the grassy inlet to the pond, Little Wolf Beach, and the mountains poking up between the trees.
Popular amenities for Webb family-friendly rentals
Family-friendly home rentals with a hot tub

Crows Nest Cabin -Mountain View - Hot Tub & Sauna

The Indian Lake House -lakefront-Hot Tub-Sauna-

Lakefront Beach Access Cabin Hot Tub Pet Friendly

Waterfront Mansion, Hot Tub, Fireplace, Deck

The Stabbin Cabin Grant Island w/Boat, HotTub, Pet

Moose River cottage on the water in Old Forge

Cabin in the Pines W/ Hot tub

River Front Home with Hot Tub! 10 mins to Lapland!
Family- and pet-friendly home rentals

Collier’s Hideout- A cozy, brookside escape

V's Victorian Manor B&B Carthage, NY

Cozy Home Near FT Drum & Watertown

Waterfront Artisan ADK Cottage - Tupper Lake

ADK Home on French Pond Direct Snowmobile & ATV

Camp Timberock

Old Forge home (The Terriott)

Summer and winter paradise getaway
Family-friendly home rentals with a pool

Comfortable stay 2 miles from Turning Stone Casino

Village Cottages: Cottage #4. Spacious and Cute!

Cozy 2BR Retreat • King Bed + Hot Tub • Near Utica

Year round resort relaxation w/pool - The Palms

Cozy Townhouse on Rocky Point Properties

Luxury Adirondack Cabin | Heated Pool & Fire Pit

Townhome B3 - Vacation Rental on 4th Lake

The Shamrock III
When is the best time to visit Webb?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 243 | € 251 | € 254 | € 236 | € 236 | € 256 | € 288 | € 279 | € 247 | € 230 | € 219 | € 256 |
| Avg. temp | -4°C | -4°C | 1°C | 8°C | 15°C | 19°C | 22°C | 21°C | 17°C | 11°C | 5°C | -1°C |
Quick stats about vacation rentals that are family-friendly in Webb

Total vacation rentals
Explore 290 vacation rentals in Webb

Nightly prices starting at
Webb vacation rentals start at € 103 per night before taxes and fees

Verified guest reviews
Over 8,520 verified reviews to help you choose

Pet-friendly vacation rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
280 of Webb vacation rentals include wi-fi access

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

4.9 Average rating
Webb stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Rentals with beach access Webb
- Waterfront rentals Webb
- Rentals with a kayak Webb
- House rentals Webb
- Cabin rentals Webb
- Rentals with a fire pit Webb
- Rentals with lake access Webb
- Rentals with a patio Webb
- Rentals with a fireplace Webb
- Beachfront rentals Webb
- Pet-friendly rentals Webb
- Rentals with a washer and dryer Webb
- Rentals with outdoor seating Webb
- Family-friendly rentals Herkimer County
- Family-friendly rentals New York
- Family-friendly rentals United States




