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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Winchester houseboats

Exterior

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (201 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is £354
includes taxes & fees
25 Mar - 26 Mar
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Marina

Charlestown Houseboat Walk to attractions Be rocked to sleep

Charlestown Houseboat Walk to attractions Be rocked to sleep
Thompson Square - Bunker Hill
9.6 out of 10, Exceptional, (101 reviews)
"Responsive host, amazing location, and refreshing change from a brick and mortar. "
United States
Larry N.
The price is £293
includes taxes & fees
25 Mar - 26 Mar
Charlestown Houseboat Walk to attractions Be rocked to sleep
Property grounds

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (73 reviews)
"Chad was a great host! We had a great time and this was a perfect location! Loved the yacht this was our first! "
United States
Kim H.
The price is £294
includes taxes & fees
30 Mar - 31 Mar
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Exterior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is £313
includes taxes & fees
25 Mar - 26 Mar
Fun houseboat. Walk to Boston attractions WIFI
Outdoor dining

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by
Thompson Square - Bunker Hill
10.0 out of 10, Exceptional, (57 reviews)
"Really loved our stay here. The room was well stocked with everything we could need and more. Would definitely book here again! "
United States
Daniel S.
The price is £339
includes taxes & fees
25 Mar - 26 Mar
Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by
Fridge, oven, stovetop, dishwasher

Endless Summer: Oceanside Views

Endless Summer: Oceanside Views
Boston
10.0 out of 10, Exceptional, (41 reviews)
"Everything went smoothly, house boat is super comfy, very walkable area, and gorgeous views. We’ll be back!"
United States
Samantha S.
The price is £355
includes taxes & fees
14 Apr - 15 Apr
Endless Summer: Oceanside Views
Property grounds

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (120 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is £467
includes taxes & fees
1 Apr - 2 Apr
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Exterior

Capricornus: Oceanside Vacation

Capricornus: Oceanside Vacation
Boston
9.2 out of 10, Wonderful, (41 reviews)
"The boat was awesome, great location, would definitely recommend anyone going to Boston"
United States
Joseph A.
The price is £361
includes taxes & fees
21 Apr - 22 Apr
Capricornus: Oceanside Vacation
1 bedroom, iron/ironing board, Internet, bed sheets

Poseidon's Escape: Ocean Retreat

Poseidon's Escape: Ocean Retreat
Boston
8.8 out of 10, Excellent, (8 reviews)
"This place was so great! It was comfy and perfect for our little get away!"
United States
Amanda R.
The price is £381
includes taxes & fees
8 Apr - 9 Apr
Poseidon's Escape: Ocean Retreat
Terrace/patio

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Charlestown
10.0 out of 10, Exceptional, (243 reviews)
"We had a great stay! We enjoyed the area and our house boat experience. Would definitely come back in the future and recommend to others "
United States
Winona S.
The price is £339
includes taxes & fees
25 Mar - 26 Mar
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

10/10 Excellent
"Great stay before an early morning flight! "
Kirsten 1-night trip
Posted 1 hour ago
Hilton Boston Logan Airport

Find out more about Winchester

Winchester Houseboats information

Number of reviews
457
Accommodation
15 Houseboats
Lowest Price
£293
Highest Price
£467

Frequently asked questions

How much do houseboats in Winchester cost?
Houseboats in Winchester range between £293 and £467 per night. These unique getaways combine unrivaled access to the water with the comforts you need at a surprisingly affordable price. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many houseboats are there in Winchester?
Winchester has 15 houseboats to choose from for your next holiday on the water. Just key in your travel dates and destination and lock in your favourite floating escape.
Why book your houseboat in Winchester with Expedia?
Travelling shouldn't be hard, so if you're searching for houseboats at a competitive rate, Expedia can help. Save money and pick a smaller option with rustic charm, or book a luxury vessel and treat your crew.
How can I find cheap houseboats in Winchester?
Expedia's filters make it easy to find cheap houseboats in Winchester. Tailor your search by your budget and star rating — lower-rated houseboats won't hit your bank balance as hard. You can also sign up for Expedia Rewards to reel in discounts on your floating home.
What is there to do in Winchester near my houseboat?
The ideal travel accessory is a well-planned itinerary. Winter Pond is a wonderful spot to kick-start your adventures in Winchester.

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