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Holiday rentals near Charles Playhouse
We found 3,071 holiday rentals — enter your dates for availability
If you are looking to stay near Charles Playhouse, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Charles Playhouse
Showing deals for:3 Oct - 10 Oct
Image gallery for Fenway 2 bed 2 bath condo

8.88.8 out of 10 rating
Excellent
(5 reviews)
Fenway 2 bed 2 bath condo
Boston, MA
8% off
Price is AU$11,370
AU$11,370
AU$1,624 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
16% off
Price is AU$9,182
AU$9,182
AU$1,312 per night
includes taxes & fees
Image gallery for Luxurious apartment in Fenway

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxurious apartment in Fenway
Boston, MA
8% off
Price is AU$11,370
AU$11,370
AU$1,624 per night
includes taxes & fees
Image gallery for NEW 2BR Historic Marblehead Home+Minutes to Beach

1010 out of 10 rating
Exceptional
(7 reviews)
NEW 2BR Historic Marblehead Home+Minutes to Beach
Marblehead, MA
8% off
Price is AU$11,888
AU$11,888
AU$1,698 per night
includes taxes & fees
Image gallery for Luxury apartment seaport

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Luxury apartment seaport
Boston, MA
8% off
Price is AU$13,442
AU$13,442
AU$1,920 per night
includes taxes & fees
Image gallery for Spacious 4BR with Modern Amenities – Family-Friendly

8.08.0 out of 10 rating
Very good
(5 reviews)
Spacious 4BR with Modern Amenities – Family-Friendly
Randolph, MA
8% off
Price is AU$5,715
AU$5,715
AU$816 per night
includes taxes & fees
Image gallery for 4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!

9.49.4 out of 10 rating
Exceptional
(22 reviews)
4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
Newton, MA
8% off
Price is AU$8,733
AU$8,733
AU$1,248 per night
includes taxes & fees
Image gallery for The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View

1010 out of 10 rating
Exceptional
(8 reviews)
The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
Billerica, MA
19% off
Price is AU$2,525
AU$2,525
AU$361 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College

1010 out of 10 rating
Exceptional
(22 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is AU$2,325
AU$2,325
AU$332 per night
includes taxes & fees
Image gallery for Spacious Triplex with Large backyard FreePrkg

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Spacious Triplex with Large backyard FreePrkg
Boston, MA
8% off
Price is AU$34,269
AU$34,269
AU$4,896 per night
includes taxes & fees
Image gallery for Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg

8.48.4 out of 10 rating
Very good
(6 reviews)
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Boston, MA
8% off
Price is AU$9,993
AU$9,993
AU$1,428 per night
includes taxes & fees
Image gallery for "Travelers Choice Award" "Best of Boston" Green Turtle Houseboat Suite #2

9.89.8 out of 10 rating
Exceptional
(43 reviews)
"Travelers Choice Award" "Best of Boston" Green Turtle Houseboat Suite #2
Boston, MA
8% off
Price is AU$4,684
AU$4,684
AU$669 per night
includes taxes & fees
Image gallery for Beautiful Dorchester Home in Boston!

1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Dorchester Home in Boston!
Boston, MA
8% off
Price is AU$6,681
AU$6,681
AU$954 per night
includes taxes & fees
Image gallery for ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

1010 out of 10 rating
Exceptional
(56 reviews)
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead, MA
8% off
Price is AU$8,142
AU$8,142
AU$1,163 per night
includes taxes & fees
Image gallery for A Cozy 5BR Apartment near Harvard Square and MIT

9.89.8 out of 10 rating
Exceptional
(41 reviews)
A Cozy 5BR Apartment near Harvard Square and MIT
Cambridge, MA
8% off
Price is AU$7,980
AU$7,980
AU$1,140 per night
includes taxes & fees
Image gallery for 14b-Charming, beautiful 3-bedroom apartment in Boston

9.89.8 out of 10 rating
Exceptional
(7 reviews)
14b-Charming, beautiful 3-bedroom apartment in Boston
Boston, MA
6% off
Price is AU$5,720
AU$5,720
AU$817 per night
includes taxes & fees
Image gallery for Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!

9.69.6 out of 10 rating
Exceptional
(12 reviews)
Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!
Revere, MA
8% off
Price is AU$4,351
AU$4,351
AU$622 per night
includes taxes & fees
Image gallery for Luxe & Luminous – 4BR Urban Escape

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxe & Luminous – 4BR Urban Escape
Boston, MA
7% off
Price is AU$6,014
AU$6,014
AU$859 per night
includes taxes & fees
Image gallery for Lovely Cape Cod Style Home ~ Close To Boston ~ Hot Tub ~ Steps To Walking Trails

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Lovely Cape Cod Style Home ~ Close To Boston ~ Hot Tub ~ Steps To Walking Trails
Hingham, MA
8% off
Price is AU$13,362
AU$13,362
AU$1,909 per night
includes taxes & fees
Image gallery for Cody's Place Winthrop Boston Logan Airport Beaches

9.89.8 out of 10 rating
Exceptional
(28 reviews)
Cody's Place Winthrop Boston Logan Airport Beaches
Winthrop, MA
8% off
Price is AU$2,644
AU$2,644
AU$378 per night
includes taxes & fees
Image gallery for Elegant condo in Marblehead's Historic district, steps to the harbor.

1010 out of 10 rating
Exceptional
(9 reviews)
Elegant condo in Marblehead's Historic district, steps to the harbor.
Marblehead, MA
8% off
Price is AU$7,275
AU$7,275
AU$1,039 per night
includes taxes & fees
Image gallery for Norwood Luxe Suite- Pet friendly & Commuter friendly

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Norwood Luxe Suite- Pet friendly & Commuter friendly
Norwood, MA
14% off
Price is AU$5,551
AU$5,551
AU$793 per night
includes taxes & fees
Image gallery for Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium
Sharon, MA
8% off
Price is AU$3,716
AU$3,716
AU$531 per night
includes taxes & fees
Image gallery for Contemporary Farmhouse-Style Retreat | near T

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Contemporary Farmhouse-Style Retreat | near T
Boston, Massachusetts
20% off
Price is AU$6,336
AU$6,336
AU$905 per night
includes taxes & fees
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Find the best place to stay - Charles Playhouse
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
561 reviews(561 reviews)
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
168 reviews(168 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
6.86.8 out of 10
232 reviews(232 reviews)
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
63 reviews(63 reviews)
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
Sleeps 2 · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
909 reviews(909 reviews)
Beautiful Retreat close to Downtown Boston. Pets friendly.
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
125 reviews(125 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value