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Check availability on Chelsea Romantic Hotels

Our top choices for Chelsea romantic hotels

Interior

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (104 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is ￥57,146
￥109,402 total
includes taxes & fees
May 21 - May 22
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (94 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is ￥21,866
￥76,774 total
includes taxes & fees
May 19 - May 20
Fun houseboat. Walk to Boston attractions WIFI
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, (245 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 ￥51,432
￥88,501 total
includes taxes & fees
May 25 - May 26
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Fridge, microwave, oven, stovetop

Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (111 reviews)
"Great location, description was on point, and the communication with the owner was excellent. Would definitely stay here again. "
United States
Don T.
The price is ￥27,859
￥65,871 total
includes taxes & fees
May 19 - May 20
Renovated Beach House Close to Everything, Minutes to Boston
3 bedrooms, desk, iron/ironing board, travel crib

Beach Home next to Boston & T, King Bed, Park Free

Beach Home next to Boston & T, King Bed, Park Free
North Quincy
9.8 out of 10, Exceptional, (28 reviews)
"We were visiting our family in Dorchester. We felt safe in Quincy. Todd's rental is comfortable and the amenities provided are very helpful. Off street parking and exterior lighting is great! Hope to visit and stay again soon."
United States
anne h.
The price is ￥34,116
￥73,571 total
includes taxes & fees
Jun 9 - Jun 10
Beach Home next to Boston & T, King Bed, Park Free
Outdoor dining

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (111 reviews)
"Great place for a short stay. It was clean and cozy, just as described in the listing. The check-in process was very easy and The host was very responsive. Highly recommend."
United States
Phalone P.
The price is ￥31,589
￥72,077 total
includes taxes & fees
May 19 - May 20
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
1 bedroom, iron/ironing board, free WiFi, bed sheets

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!

Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Everett
9.6 out of 10, Exceptional, (15 reviews)
"Love the coziness of the place and how everything is clean, the owner of the property made us feel very comfortable!! "
United States
Margarita
The price is ￥20,477
￥44,859 total
includes taxes & fees
May 19 - May 20
Stay in comfort and style! Encore Private Suite + Free parking! Close to Boston!
Fridge, microwave, oven, stovetop

Lg suite for up to 8 ppl/3 floor

Lg suite for up to 8 ppl/3 floor
Dorchester
9.6 out of 10, Exceptional, (16 reviews)
"Property was secure and had a fantastic location.The owner was very friendly and gave so much great information about the area. Would absolutely book again!"
Canada
blake s.
The price is ￥49,209
￥110,578 total
includes taxes & fees
May 26 - May 27
Lg suite for up to 8 ppl/3 floor
1 bedroom, desk, iron/ironing board, free WiFi

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (63 reviews)
"We had a wonderful stay, the place was perfect for 3 adults, had everything we needed, very clean and well kept. Mehmet was very nice and attentive to all our needs."
United States
Svetlana A.
The price is ￥33,177
￥52,485 total
includes taxes & fees
May 25 - May 26
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Fridge, microwave, oven, stovetop

Boston Luxury Suits Cottage for up to 24 guests!!!

Boston Luxury Suits Cottage for up to 24 guests!!!
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"This was a perfect spot for our group. Great location! Plenty of shops, restaurants, coffee nearby. Close to the red line. Easy check in and great communication with the owner. The property had everything we needed."
United States
Lisa S.
The price is ￥139,691
￥329,363 total
includes taxes & fees
May 19 - May 20
Boston Luxury Suits Cottage for up to 24 guests!!!
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 Chelsea Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Perfect place to stay in Boston. The hotel was really nice a quiet. It also had a lot of charm. We would definitely stay here again."
Brian 2-night trip
Posted 3 hours ago
Harborside Inn Of Boston

Frequently asked questions

Searching for romantic hotels in Chelsea?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Chelsea for its array of dining options and sporting events. You might consider checking out some of the nearby sights and attractions such as Bellingham Square Historic District, Naval Hospital Boston Historic District, or Chelsea Garden Cemetery. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chelsea?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Chelsea: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Chelsea is 50 inches.
What is there to do in Chelsea?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all that Chelsea has to offer. Couples looking for a little of everything will enjoy Chelsea for its shopping, restaurants, and sporting events. A visit to Bellingham Square Historic District, Naval Hospital Boston Historic District, or Chelsea Garden Cemetery might be just the ticket when you're checking out the sights.
What's the best way to get to Chelsea and around town during my romantic getaway?
These transportation options in Chelsea might help your romantic getaway go off without a hitch: If you're looking to fly to Chelsea, the closest major airport is Logan International Airport (BOS), located 2 mi (3.1 km) from the city center. If you want to explore the larger area, hop aboard a train at Chelsea Station.