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Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!

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Front Door
Master Bedroom
Backyard with trampoline
Master bath
Living room

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 51400 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Charlestown, MA
  • Place, The Freedom Trail
    ‪10 min walk‬
  • Place, Boston Harbor
    ‪19 min walk‬
  • Place, TD Garden
    ‪2 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪9 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds and 1 Child Bed

2 bathrooms

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Outdoor play area
Dining area

About this property

Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!

This fully furnished single family home is perfect for a couple or family visiting Boston. Enjoy picture-perfect Charlestown, one of Boston’s oldest neighborhoods, while staying in this 3 bedroom 2 bath home. The entire home has been recently renovated and features a gourmet kitchen, open floor plan, high-end furniture, three smart TV's, fireplace, high-end exercise equipment, and a stunning, private rooftop deck with a hot tub! My home is situated on three levels with one bedroom, one bath and a private patio on the lower level. This room is currently set up as a large bedroom with full bath and contains an American Leather very comfortable fold-out bed and high-end exercise equipment. The kitchen and living room is on the entry level. The kitchen has stainless steel appliances and a kitchen island as well as the living room has a fold-top dining table. Upstairs there are two bedrooms and a full bath with dual showerheads. The master bedroom has a king sized bed and the second bedroom is set up with two individual loft beds with twin mattresses. Above that is the amazing rooftop deck. I have a "nook" we use as a desk space which can also be used with a pack and play for a baby.

You’re just a five minute walk to the Whole Foods Market, restaurants and bars, the Bunker Hill Monument, Boston’s Historic Freedom Trail, and the orange line “T” subway station. Very close to Cambridge and Harvard University. Right next door is a kid’s playground and park, a bus stop rental bikes, and all the conveniences you could hope for. Take a short walk over the bridge to the Boston Garden (TD Garden) for a Celtics game or concert, or the historic North End for amazing Italian restaurants (don’t miss the legendary pastry shops) and night life. You can always just stay home and enjoy breathtaking views of downtown Boston from the rooftop deck.

Highlights:

Single family home on a charming quiet walk street
Fabulous rooftop deck with hot tub - Stunning view of Downtown Boston!
High end kitchen with all essentials
King sized bed in Master bedroom
High end, queen sized pull out sofa bed in office downstairs (similar to a Tempurpedic Mattress - VERY comfortable)
Third bedroom with two kids twin loft beds and/or air mattress and office desk nook for work or art room for kids.
Sheets and towels provided
Washer/Dryer
Central Air Conditioning and Heat
High Speed Internet and whole house Wi-Fi
3 smart TVs, including 65 inch in living room, 50 inch downstairs and 50 inch in master bedroom, all with Roku, Netflix, hulu, etc.
Gas Fireplace
Bluetooth Sound System in Living room, Kitchen, and Downstairs Bedroom

Note: When you send a booking request, please send info on how many people-adults and/or kids will be staying. Thanks!
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
Children welcome
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Events

No events allowed
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Pets

No pets allowed
Pets not allowed
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Smoking

Smoking is not permitted
Non smoking only

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and 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
Property Registration Number STR429433, C0301250351

About the neighborhood

Boston

Located in Boston, this vacation home is in the city center. Harvard Square and Faneuil Hall Marketplace are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit New England Aquarium and Museum of Science. Looking to enjoy an event or a game? See what's going on at TD Garden or Fenway Park. Take time off to check out the health/beauty spa in the area, or get some fresh air with adventures like hiking/biking trails and cycling nearby.
View more Vacation Homes in BostonOpens in a new window
Map
Charlestown, MA

What's nearby

  • The Freedom Trail - 10 min walk - 0.9 km
  • Bunker Hill Monument - 11 min walk - 1.0 km
  • USS Constitution Museum - 18 min walk - 1.5 km
  • Boston Harbor - 19 min walk - 1.6 km
  • TD Garden - 2 min drive - 1.8 km

Getting around

  • Union Square Station - 4 min drive
  • Community College Station - 13 min walk
  • Boston, MA (BNH-Boston Harbor Seaplane Base) - 18 min drive

Restaurants

  • ‪Foundation Kitchen - ‬11 min walk
  • ‪Urban Wild Boston - ‬10 min walk
  • ‪Mister Q Cafe - ‬4 min walk
  • ‪Tradesman Coffee Shop & Pizza Bar - ‬9 min walk
  • ‪Pixlcat Coffee and Butter Mochi - ‬12 min walk

Frequently asked questions

Is Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!?

As of Apr 17, 2026, prices found for a 1-night stay for 2 adults at Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More! on Jul 4, 2026 start from $480, including 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!?

Check-in begins at 4:00 PM.

What time is check-out at Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!?

Check-out is at 11:00 AM.

Where is Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More! located?

Located in Charlestown, this vacation home is within 1 mi (2 km) of The Freedom Trail, Boston Harbor, and Museum of Science. TD Garden and Encore Boston Harbor are also within 2 mi (3 km). Community College Station is 13 minutes by foot and Sullivan Station is 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 36 reviews
Rating 8 - Good. 1 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 0 out of 36 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Christina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Cute location.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Matthew S.

Amazing home. My wife and I along with our two young girls had an amazing stay here

Wonderful home, very easy to get to all the major attractions. Charlestown was great for my family visiting Boston!
Stayed 4 nights in May 2019
Verified

10/10 Excellent

Jennifer M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in an incredible location. Our family of five (3 teenage boys included) had plenty of room. Loved the rooftop hottub at night. Gregg is a very responsive host. Highly recommend!
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Susan H.

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

Great visit

We loved our stay! The location was fantastic, the property was clean and beautiful. Our two kids loved having their own space while getting to experience city life! We would stay here again in a heartbeat!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Mandy G.

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

Incredible Location and Amenities!

We had a wonderful stay at this VRBO—highly recommended for families with kids! The location was fantastic, close to everything we wanted to see and do. The rooftop hot tub was a highlight, with incredible views that we enjoyed in the evening. My daughter loved the trampoline, the toys provided, and the park just one block away was perfect for her to play. The home had everything we needed to cook meals comfortably, and the beds were very comfortable. The AC worked well, and having three TVs was a nice bonus for downtime. The neighborhood was quiet, private, and very walkable. I highly recommend this home!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Lisa S.

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

Nice home !

Nice home in a safe location . Great place to unwind after a day exploring the city .
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Ben W.

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

Nice home base for visiting Boston

The house was very nice as advertised. My family of four was very comfortable. The roof top hot tub was a great way to unwind after a long day walking around Boston!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Brian J.

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

Long weekend for history buffs

Truly wonderful property for a family with plans to stay in Boston and travel by foot, T, and Uber. Fit us well, but the third bedroom is really best for kids… a bit of a squeeze for an adult (22 year old) kid. Still, loved walking to Bunker Hill, the USS Constitution, Warren Tavern, and the North End. The neighbors are nice and the home is by a park with a nifty neighborhood coffee shop (Mr. Q’s) and pizza joint (Johnny Pomodoro) just a few blocks away.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

JJ S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We truly enjoyed our stay. The home was a home- meaning it wasn't generic and didn't feel like an impersonal hotel. The location was great and we easily walked to North Shore and caught public transportation to other areas. Loved the owners vinyl record collection. The host allowed usage and as an engaging and unique way to connect, welcomed additions. Something to note that may be noted already somewhere but that I missed when booking: there are stairs required for all bedrooms. If you have issues with stairs, you may need to find another place, but if you don't, this one is a charmer.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Pat K.

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

Very nice place

The home is great. The location is great. It was a wonderful stay. The weather didn’t cooperate during our stay (90-95 degrees), but we made the best of it. Parking is difficult, but manageable.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Kathryn D.

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

Very comfortable

Very comfortable and clean. Great home away from home. Pull out sofa bed in lower level 3rd bedroom was the most comfortable pull out bed I’ve ever slept on. Kids beds are a bit small for tall teenagers, but did the trick well. Note that the property listing states parking available- and on weekdays that means a 2-hr parking spot on the street or metered parking nearby. Gregg was very timely in his responses to any questions we had.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Lori C.

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

Perfect home base to explore Boston

The house was great! Communication was excellent. This is a great location to visit & tour Boston from. We loved Charlestown & want to come back. It has a charming feel to it! Convenient to walk to the Charles River waterfront and begin the Freedom Trail @ Bunker Hill. We had a great stay!
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Dianne I.

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

Great house and location

We enjoyed staying here very much! The location was great. We chose to Uber instead of renting a car and I’m glad we did. Parking is very limited and the Uber drivers were always available within minutes. The house is clean and well stocked. The beds were very comfortable. Greg was very easy to work with and responded quickly. We’d stay here again.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Rob B.

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

Amazing

Gregg has a wonderful home and it was perfect for our family of 5. The neighborhood is great and easy access to Fenway and North End. We had a blast. Rooftop deck a great way to end the day. Appreciate Gregg and the hospitality, communication and ease of booking. Plan to stay again next time in town.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Peter C.

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

A true Boston experience

House is beautiful and in a great location. Parking spots available on the weekend. Nice park, amazing coffee shop and restaurant within walking distance too. We walked from the Long Warf in Boston back to the house along the freedom trail+. Subway brought us to Fenway and other areas. Would have loved to stay longer than three nights :-)! Thank you for sharing your home.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Fiona B.

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

Wonderful house, beautiful situation for visiting Boston

Wonderful, relaxing townhouse, right in the centre of Charlestown within easy reach of the subway and buses for visiting Boston. House exactly as described. Utterly delightful to arrive hot and bothered straight from the aeroplane and discover it is air-conditioned! There are cafés and bars nearby and it is a short walk from the transit and only a few stops to central Boston. The hot tub on the roof is a huge plus. Had a great time and Gregg was very accommodating and helpful. HIghly recommend.
Stayed 10 nights in Jul 2023
Verified

10/10 Excellent

Susan B.

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

Perfect Home for a Boston Trip

This is an incredibly easy review to write. This home is a 10 in a great location; convenient to everything in Boston. We walked the Freedom Trail which you can start at Bunker Hill right near the house. Charleston was a great town with restaurants a short walk away (Waverly Kitchen & Bar, Monument Restaurant & Tavern). The train made trips to Fenway and colleges super easy. And the owners were very responsive to any question we had. The only issue and it really wasn’t one, was parking can be tricky. But we found a local lot and left the car there for our stay since it is really not needed. I would highly recommend this rental for any Boston stay!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Nathan T.

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

Great House in a Great Location

We traveled to Charlestown to visit family in the area, and this house turned out to be a great central location. The size was much bigger than we expected, with many great areas for our 6.5 year old (bedroom, trampoline, hot tub), and also space for the adults to relax after bed time. The washer/dryer was also super convenient! Gregg was very communicative and helpful, when we had questioned, and never took very long to respond. I was worried about parking, especially with the school under construction. Luckily, we were able to find street parking each night within a block or two without too much issue. We'd definitely come back to this rental if we are back in the area!
Stayed 4 nights in Jul 2023
Verified

6/10 Okay

Janice M.

Liked: Cleanliness, check-in, communication, location
The house was very nice. No dish soap. No shower soap. The major problem is that the owner did not leave us a parking permit. There is no parking available at all around the house. If you want to park your car, you will have to move it every two hours and in the morning you must move the car by 8 AM. We had to find a public parking lot and park our car there for the rest of the visit and take Ubers everywhere. The owner should have gotten a temporary parking permit for us, but we had no idea that this was the parking situation until we got there. We should have been told upfront in the description of the home before renting. The two bunk beds are quite small for adults.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Donna R.

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

Fabulous Boston rental

Our family of five LOVED this rental! Space for everyone to spread out, super comfortable beds, great water pressure in the showers, plenty of towels and a fully stocked kitchen. It wasn't an issue for us, but there are two flights of stairs. I can't rave enough about the location though. We used public transportation our visit and did a lot of walking but this entire neighborhood was beautiful, easy to navigate and just made us happy! 5-10 walk to grocery, Bunker Hill and end of Freedom Trail, train station (Orange Line might be the cleanest, easy to use subway EVER), great restaurants (check out Monument), North End and getting to and from Fenway was an easy train change. We also enjoyed the hot tub, and a glass of wine while watching a movie with the kids after a day of exploring! Gregg was quick to communicate to questions and we appreciated the comfort of this home. Thanks so much!
Stayed 3 nights in Jun 2024
Verified

8/10 Good

Joanne R.

Liked: Cleanliness, check-in, communication, location

Short stay

This is a great house with fantastic air conditioning, which was really crucial because we were in Boston during a horrendous heat wave. I only have a couple of issues. First, the house is on what is basically an alley, not a street, and there is no parking available nearby. We did not know this when we booked as the listing says "Parking available." We ended up booking a space in a garage just over a mile away. Not a big deal unless the heat index is near 100 degrees, which it was, and the listing should be clearer about this issue. And this was a shock: there was NO COFFEE. There was a coffee maker, but no pods for it. Even a cheap motel these days has a couple of pods for the Keurig, and indeed there were tea pods. But no coffee. We ended up walking a few blocks to an excellent coffee bar each of the two mornings we were there, but it just felt very stingy that the host couldn't supply a few lousy pods for what we were paying per night. Note that towel storage is haphazard and you may have to dig around the closets for what you need. The housekeeper does not put out sets for the guests and finding a washcloth was a bit of a treasure hunt. Other than that, we enjoyed our two nights and the neighbor lady is a genuine treat. In fact, everyone we encountered in our whirlwind tour of Boston was super pleasant. Can't wait to go back.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Boris K.

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

Perfect Home

This house is exceptional. The house is totally charming and fully functional. We absolutely loved our stay in Charlestown. Gregg is an incredibly accommodating host and took care of all our needs. All together, it probably makes it the best house in Charlestown
Stayed 3 nights in Aug 2022
Verified

10/10 Excellent

Thomas W.

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

Perfect Spot

Beautiful home in a great location
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Gilbert G.

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

Close to everything

Really enjoyed the convenience of the location and having amenities. Don’t buy any seasoning. The kitchen is stocked. 🤗
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Zack M.

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

Ideal for family wanting space and authentic Boston neighborhood

We appreciated Gregg making this lovely property available for us to begin our New England family trip. We had everything we needed and more. If not for the unprecedented heatwave, we would have spent more time enjoying the rooftop experience (darn you global warming!). Public transit certainly is doable but we chose to rent car (weekend parking was easy in the neighborhood) or rideshare to places where parking was tight (Fenway!). Gregg was very responsive to questions and even left another number of a sibling in case we weren’t able to reach him.
Stayed 3 nights in Jul 2022

About the host

Hosted by Gregg

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English
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