Pet-friendly Vacations in Lakes Region 2026

Photo by Gail Paton

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Flight and Pet-friendly hotel deals in Lakes Region

Price found within the past 48 hours. Click for updated prices.

Battery Wharf Hotel, Boston Waterfront

North End

Save 100% on your flight

CA $660

per person

Nov 21 - Nov 23

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (2,041 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

CA $973

per person

Nov 21 - Nov 23

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Raffles Boston

Back Bay

Save 100% on your flight

CA $1,417

per person

Dec 3 - Dec 6

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

Amazing place

Reviewed on Oct 10, 2026

Encore Boston Harbor

CA $1,618

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9.6/10 Exceptional! (4,227 reviews)

The Newbury Boston

Back Bay

CA $1,733

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9.4/10 Exceptional! (734 reviews)

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5* Pet-friendly holidays in Lakes Region

Price found within the past 48 hours. Click for updated prices.

Boston Harbor Hotel

North End

Save 100% on your flight

CA $973

per person

Nov 21 - Nov 23

found 14 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Raffles Boston

Back Bay

Save 100% on your flight

CA $1,417

per person

Dec 3 - Dec 6

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

Amazing place

Reviewed on Oct 10, 2026

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

CA $1,950

per person

Dec 19 - Dec 22

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (487 reviews)

Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

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3 Night Pet-friendly holidays in Lakes Region

Price found within the past 48 hours. Click for updated prices.

Battery Wharf Hotel, Boston Waterfront

North End

Save 100% on your flight

CA $784

per person

Dec 3 - Dec 6

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (2,041 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

CA $1,311

per person

Dec 5 - Dec 8

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

Raffles Boston

Back Bay

Save 100% on your flight

CA $1,417

per person

Dec 3 - Dec 6

found 3 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (332 reviews)

Amazing place

Reviewed on Oct 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Lakes Region

View all trips

4 Night Pet-friendly holidays in Lakes Region

Price found within the past 48 hours. Click for updated prices.

Battery Wharf Hotel, Boston Waterfront

North End

Save 100% on your flight

CA $1,099

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9/10 Wonderful! (2,041 reviews)

Boston Harbor Hotel

North End

Save 100% on your flight

CA $1,626

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

The Langham, Boston

Downtown Boston

Save 100% on your flight

CA $1,592

per person

Dec 29 - Jan 2

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lakes Region

View all trips

Pet-friendly Hotels in Lakes Region

Weirs Beach Motel and Cottages

396 Lakeside Ave Laconia NH

22 min drive from Lake Winnipesaukee

Stay at this motel in Laconia. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Winnipesaukee ...

Grand View Resort

291 Endicott Street North Laconia NH

23 min drive from Lake Winnipesaukee

Stay at this hotel in Laconia. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Kellerhaus and Winnipesaukee Pier are located nearby.

9.6/10 Exceptional! (337 reviews)

"I loved the outdoor pool, the dog-friendly benefit, & the proximity to my concert venue."

Reviewed on Oct 7, 2026

Lake Wentworth Inn

427 Center St Wolfeboro NH

21 min drive from Lake Winnipesaukee

Stay at this hotel in Wolfeboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...

See all 2,225 properties in Lakes Region

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.