Entire home

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Lakefront cottage with kitchen and balcony

2 bedrooms, desk, iron/ironing board, free WiFi

Welcome to Wolfeboro, where this charming cottage offers a warm and cozy retreat. With a full kitchen and private dock, unwind with gas grilling or take advantage of kayaks for exploring nearby lakes. Stroll along the walking path to downtown Wolfeboro’s shops, restaurants or enjoy easy access to The Wright WW2 Museum.

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6

Popular amenities

Dryer
Washer
Parking available
Kitchen
Barbecue grill
Pet friendly

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Just like Grandma’s, with all the comforts of home—full kitchen w/dishwasher, full bath w/washer & dryer, internet & television. 2 separate bedrooms & a common living area w/small outdoor balcony. Located on a small river that connects 2 large lakes. Private dock w/gas grill and outdoor dining table. Kayaks and life vests available. Parking for 2 cars included. Cottage is adjacent to a walking path to downtown Wolfeboro—just over a mile—where there are town docks on Lake Winnipesaukee, lake cruises, shops, restaurants, The Wright WW2 Museum, mini golf, trails for hiking, biking, XC skiing or snowshoeing, ski & bike rentals and more. From the house heading away from downtown, the path leads to a public beach on Lake Wentworth, the NH Boat Museum and single track bike trails. Kingswood Golf Club, Pop Whalen Ice Arena and Abenaki Ski Area are nearby in Wolfeboro.
Wolfeboro is known as “America’s Oldest Summer Resort”!

Property amenities

Beach

Beach towels

Ski

Cross-country skiing nearby

Internet

Available in the cottage: Free WiFi

Parking and transportation

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Microwave
Oven
Paper towels
Refrigerator
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

1 bathroom
Bathtub or shower
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Books
Games
Smart TV

Outdoor areas

Balcony
Firepit
Garden
Gas grill
Outdoor furniture

Laundry

Laundry facilities
Washing machine

Work spaces

Desk

Comfort

Air conditioning
Heating

Pets

Pet friendly
Welcoming dogs only
3 pets total

Suitability/Accessibility

Smoking not allowed

Services and conveniences

Iron/ironing board

Location highlights

Near a health/beauty spa
Near a hospital
Near the marina
On a lake
On a river
On the waterfront

Things to do

Kayak
Optional golf privileges
Water sports equipment
Basketball nearby
Birdwatching nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Hunting nearby
Ice skating nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Mountain biking nearby
Mountain climbing nearby
Sailing nearby
Snowmobiling nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Wildlife walks nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Deadbolt lock

General

Garden

Similar properties

Kitchen
Pet friendly
Free WiFi
Air conditioning

Kitchen
Air conditioning
Outdoor Space
Parking available

$286 nightly

Oct 13 - Oct 14

Total with taxes and fees

Kitchen
Pet friendly
Free WiFi
Air conditioning

$399 nightly

Oct 13 - Oct 14

Total with taxes and fees

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Wolfeboro has a sound ordinance from 11pm to 7am. Do not leave food or trash outside as it attracts wildlife, including bears and coyotes.

You are responsible for any damage to the property caused by your dog(s). Please remove pet waste from the property (secure waste bags in trash is ok)

By NH law, all under 18 must wear a life vest when on a boat or kayak, etc. One life vest for each person onboard must also be stowed onboard.

Pets

Pets allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

3 total pets

Note from host: Pet fee is $150 per stay

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Onsite parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated there is a smoke detector on the property

Safety features at this property include a deadbolt lock

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

Located in Wolfeboro, this cottage is on the waterfront. Clark House Museum and Castle in the Clouds are local landmarks, and some of the area's activities can be experienced at Wolfeboro Abenaki Ski Area and Sap House Meadery. New Hampshire Boat Museum and Hampshire Pewter Co. are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.

Visit our Wolfeboro travel guide

View more Cottages in Wolfeboro

Wolfeboro, NH

What's nearby

Wright Museum - 16 min walk - 0.9 miles
Allen Albee Beach - 18 min walk - 1.0 mile
Brewster Beach - 3 min drive - 1.6 miles
Kingswood Golf Club - 4 min drive - 2.3 miles
Lake Winnipesaukee - 6 min drive - 2.9 miles

Getting around

Laconia, NH (LCI-Laconia Municipal) - 41 min drive

Restaurants

‪Harmony Coffee House - ‬3 min drive
‪Dunkin' - ‬2 min drive
‪Wolfetrap Grill And Rawbar - ‬4 min drive
‪Saka Japanese Restaurant - ‬2 min drive
‪Harvest Market - ‬20 min walk

Frequently asked questions

Is Grandmas Cottage on the River and the Rail Trail in Wolfeboro pet-friendly?

Yes, this property allows dogs (limit 3 total).

How much does it cost to stay at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

As of Oct 6, 2025, prices found for a 1-night stay for 2 adults at Grandmas Cottage on the River and the Rail Trail in Wolfeboro on Oct 15, 2025 start from $270.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

Check-in begins at 4:00 PM.

What time is check-out at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

Check-out is at 11:00 AM.

Where is Grandmas Cottage on the River and the Rail Trail in Wolfeboro located?

Situated on the waterfront, this cottage is 0.8 mi (1.3 km) from Wright Museum and 2.9 mi (4.7 km) from Lake Winnipesaukee. New Hampshire Boat Museum and Allen Albee Beach are also within 1 mi (2 km).