A coastal town with a lighthouse, sandy beach, and residential buildings.

Search Houseboats in Winthrop from CA $650

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Winthrop houseboats

A white building with a blue roof, a wooden dock, and a metal staircase leading to a platform.

1. Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (120 reviews)
"The houseboat was great! Everyone was super friendly and helpful. Can’t wait for our next stay!"
United States
Frank M.
The price is CA $174
CA $660 total
includes taxes & fees
Nov 30 - Dec 1
Fun houseboat. Walk to Boston attractions WIFI
A docked boat with a white cabin and a blue roof, connected to a pier with a wooden deck.

2. 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, (213 reviews)
"Wonderful brief stay!"
United States
Marie T.
The price is CA $174
CA $717 total
includes taxes & fees
Nov 9 - Nov 10
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
A waterfront building with a sign reading "Turtle," featuring a dock with red chairs and potted plants.

3. Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC

Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (79 reviews)
"Great communication. The atmosphere was beautiful. Love all the baked goods"
United States
VIaney
The price is CA $380
CA $650 total
includes taxes & fees
Nov 13 - Nov 14
Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC
A marina with boats docked at the pier, reflecting the sunset sky.

4. Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat

Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat
Boston
10.0 out of 10, Exceptional, (142 reviews)
"Enjoyable stay"
United States
Carlos B.
The price is CA $540
CA $983 total
includes taxes & fees
Nov 10 - Nov 11
Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat
A building with a sign reading "GREEN TURTLE" and a dock with red chairs.

5. Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.

Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.
Charlestown
10.0 out of 10, Exceptional, (268 reviews)
"The Houseboat was well appointed and clean. The hosts were very kind and left various drinks and breakfast items for us to enjoy. We enjoyed our stay there."
United States
D K
The price is CA $380
CA $686 total
includes taxes & fees
Nov 9 - Nov 10
Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.
A houseboat docked at a pier with a clear sky, surrounded by water and a building with multiple balconies.

6. The Wave

The Wave
North End
10.0 out of 10, Exceptional, (3 reviews)
"location to walkable attractions, comfy beds and great host communications and assistance. Loved staying on the water in a houseboat!"
United States
Jodie
The price is CA $407
CA $699 total
includes taxes & fees
Nov 9 - Nov 10
The Wave
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 Winthrop Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"I have stayed here few time the rooms are really nice fresh clean ,bar had good food great location, door men were awesome all of them ! I have stayed most of the hotels in the Sea Port this one still my favorite!"
george 1-night trip
Posted 2 hours ago
Seaport Hotel Boston

Find out more about Winthrop

Winthrop Houseboats information

Number of reviews
825
Accommodation
15 Houseboats
Lowest Price
CA $650
Highest Price
CA $983

Frequently asked questions

How much do houseboats in Winthrop cost?
Prices for houseboats in Winthrop range between CA $650 and CA $983 per night. Whatever your budget, you're sure to find an awesome option that floats your boat! 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 Winthrop?
Take your pick of 15 houseboats in Winthrop. Whether you're traveling with the kids or planning a weekend escape with your buddies, Expedia will help you find the perfect getaway on the water.
Why book your houseboat in Winthrop with Expedia?
Reserving a houseboat in Winthrop is as simple as deciding on your travel dates and choosing an option that meets your requirements. Looking for a floating retreat that's budget friendly or upmarket, or a stay that also includes a hot tub? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.
What is there to do in Winthrop near my houseboat?
After you've unpacked your bags and settled in, set out and discover the cool things Winthrop has on offer. Winthrop Beach is a great attraction to add to your itinerary.

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