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

As of Aug 22, 2025, prices found for a 1-night stay for 2 adults at Grandmas Cottage on the River and the Rail Trail in Wolfeboro on Aug 25, 2025 start from CA $374.57, 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.

Grandmas Cottage on the River and the Rail Trail in Wolfeboro - Latest Reviews, Deals & Photos 2025

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

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

Q: 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).

About the area

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.

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10/10 Excellent

Elizabeth F.

Sep 3, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-)

Stayed 5 nights in Aug 2024

10/10 Excellent

Rob and Julie S.

Sep 10, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific location

This was just what we needed! Cute cottage in a perfect location. Nice dock. Easy paddle access to both Wentworth and Crescent lakes, and walking to town on the rail trail.

Stayed 3 nights in Aug 2024

10/10 Excellent

Samantha T.

Jul 7, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

july 4th trip

great property accommodations for the whole family, walk out to the water right from the backyard with convenient grill and outdoor dining set up, kayaks and paddle boards definitely got some miles put on them, excellent stay and very responsive host

Stayed 3 nights in Jul 2024

10/10 Excellent

Shawn S.

Jan 2, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

Stayed for new years eve and was perfect for the fam. Kids explored outside in the morning and fed the ducks on the river.

Stayed 1 night in Dec 2023

10/10 Excellent

Christine P.

Jul 21, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

Everything was just the way it’s described. Great location. Clean and good communication with owner. Thank you so much for a lovely stay in a beautiful location.

Stayed 2 nights in Jul 2024

10/10 Excellent

Chris C.

Jul 18, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

Great time with the family.

Stayed 2 nights in Jul 2023

10/10 Excellent

Jorge

Mar 2, 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

February Winter Escape

Grandmas cottage was just as described and really felt like visiting with grandma. The location was superb with an easy access to the trail into town. The views of the water from the porch were astounding. Overall a great stay and will definitely try to be back during the warmer months.

Stayed 3 nights in Feb 2024

10/10 Excellent

Laura B.

Sep 16, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Michigander

Great location! Perfect for water-sports and proximity to town. Had just about everything we needed. Cottage could use a drainboard and sharper knives and a few more cooking utensils. Otherwise, it was as advertised.

Stayed 3 nights in Sep 2023

10/10 Excellent

Erin M.

Jun 29, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Perfect! My daughter and I fished, swam, used the kayaks, walked into town and binged on our favorite new netflix series. Check in and out was easy. We will be back. Thank you so much!

Stayed 2 nights in Jun 2023

10/10 Excellent

Donna G.

Aug 30, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time on Smith River

We really loved our time at Grandma's Cottage. Everything was just as advertised and Wendy Rae responded promptly to any questions we had. The location on the Smith River was perfect for exploring both Crescent Lake and Lake Wentworth in our small powerboat which we were able to tie up at the property's dock. It was also fun to just sit on the nice wide dock and watch whatever happened to float by...kayakers, paddleboarders, slow-moving motor boats, etc. Lake Wentworth is big and beautiful! If the weather hadn't cooperated there were plenty of games and puzzles to keep us entertained. We would definitely stay here again.

Stayed 3 nights in Aug 2023

10/10 Excellent

Noly R.

Jul 5, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful. Exactly as advertised.

It was the husband, myself, four kids and our dog. Everyone had a wonderful time. The cabin is exactly as described “grandma’s cabin” But everything is neat and quaint but up to date. Some of the regular stuff I bring as usual was not even needed. The area is quite and although a traffic area for some boats going to the larger lake. Everyone is friendly and respectful of the limits and other people enjoying the lake. The kids really enjoyed paddle boarding and the kayaks. We will definitely planning a return trip. 🙂

Stayed 4 nights in Jun 2023

10/10 Excellent

Meg O.

Aug 10, 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick Getaway

Last minute trip to a new area for us and found Grandma's cabin on VRBO and so glad we did. The place was on the river between two lakes and had all the comforts of home. The cabin is small but immaculate and really all we needed for a friends getaway. We came with our clothes and pretty much everything else was provided. The front stairs and dock are fairly new and so sturdy. The back deck was perfect for morning coffee looking over the river but was a bit shaky so hopefully that's the next project. The hill to go down to the dock was fairly steep and since I have a bad knee just used the front stairs to go to the dock so it wasn't an issue. We didn't get to use the provided kayak or paddleboard since it was such a short trip and poured one of the days but would definitely come back. The proximity to the rail trail was awesome and we enjoyed walking around downtown Wolfeboro and visiting the local restaurants and coffee locations. I have stayed in many VRBO locations and have to say how clean this cabin was. For a place that accepts dogs, you would never know it. Hopefully next time we can bring our dog and she too can enjoy this home away from home!

Stayed 3 nights in Aug 2023

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Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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