Holiday rentals near Courageous Sailing Center
We found 3,076 holiday rentals — enter your dates for availability
If you are looking to stay near Courageous Sailing Center, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Courageous Sailing Center
Showing deals for:31 Oct - 7 Nov
Image gallery for Beautiful Boston Brownstone!
1010 out of 10 rating
Exceptional
(76 reviews)
Beautiful Boston Brownstone!
Boston, MA
8% off
Price is AU$6,636
AU$6,636
AU$948 per night
includes taxes & fees
Image gallery for Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
9.29.2 out of 10 rating
Wonderful
(10 reviews)
Garden Getaway 2BR Minutes to Salem, Beach, and train to Boston!
Beverly, MA
8% off
Price is AU$4,872
AU$4,872
AU$696 per night
includes taxes & fees
Image gallery for Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
1010 out of 10 rating
Exceptional
(64 reviews)
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Boston, MA
8% off
Price is AU$17,199
AU$17,199
AU$2,457 per night
includes taxes & fees
Image gallery for West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
9.89.8 out of 10 rating
Exceptional
(62 reviews)
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy
Boston, MA
15% off
Price is AU$4,261
AU$4,261
AU$609 per night
includes taxes & fees
Image gallery for Stunning South End/Back Bay Penthouse!
1010 out of 10 rating
Exceptional
(89 reviews)
Stunning South End/Back Bay Penthouse!
Boston, MA
8% off
Price is AU$7,234
AU$7,234
AU$1,033 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Condo Bos Common Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Back-Bay Upscale Central Condo Bos Common Downtown
Boston, Massachusetts
7% off
Price is AU$8,099
AU$8,099
AU$1,157 per night
includes taxes & fees
Image gallery for Back-Bay 2BR Penthouse w Roof top and GYM
8.48.4 out of 10 rating
Very good
(6 reviews)
Back-Bay 2BR Penthouse w Roof top and GYM
Boston, Massachusetts
15% off
Price is AU$7,210
AU$7,210
AU$1,030 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College
1010 out of 10 rating
Exceptional
(23 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is AU$2,795
AU$2,795
AU$399 per night
includes taxes & fees
Image gallery for Spacious Fully Loaded Retreat near forest, sea & easy access to Boston
1010 out of 10 rating
Exceptional
(5 reviews)
Spacious Fully Loaded Retreat near forest, sea & easy access to Boston
Cohasset, MA
8% off
Price is AU$6,048
AU$6,048
AU$864 per night
includes taxes & fees
Image gallery for 39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
9.69.6 out of 10 rating
Exceptional
(43 reviews)
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Quincy, MA
8% off
Price is AU$4,150
AU$4,150
AU$593 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
7% off
Price is AU$4,665
AU$4,665
AU$666 per night
includes taxes & fees
Image gallery for SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
9.69.6 out of 10 rating
Exceptional
(26 reviews)
SPRING GETAWAY EARLY BIRD 10% - 82 Newly renovated, luxury apartment in Boston
Boston, MA
8% off
Price is AU$3,680
AU$3,680
AU$526 per night
includes taxes & fees
Image gallery for Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA
1010 out of 10 rating
Exceptional
(6 reviews)
Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA
Braintree, MA
22% off
Price is AU$4,985
AU$4,985
AU$712 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
6% off
Price is AU$5,529
AU$5,529
AU$790 per night
includes taxes & fees
Image gallery for 76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
9.69.6 out of 10 rating
Exceptional
(7 reviews)
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
Boston, MA
12% off
Price is AU$5,220
AU$5,220
AU$746 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$9,322
AU$9,322
AU$1,332 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$35,942
AU$35,942
AU$5,135 per night
includes taxes & fees
Image gallery for 1-Bedroom Apartment in Milton Lower Mills convenient to Boston & Cambridge
9.49.4 out of 10 rating
Exceptional
(12 reviews)
1-Bedroom Apartment in Milton Lower Mills convenient to Boston & Cambridge
Boston, MA
8% off
Price is AU$1,778
AU$1,778
AU$254 per night
includes taxes & fees
Image gallery for Historic Private Auburndale Retreat Near Boston!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Historic Private Auburndale Retreat Near Boston!
Newton, MA
7% off
Price is AU$2,518
AU$2,518
AU$360 per night
includes taxes & fees
Image gallery for Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
8.88.8 out of 10 rating
Excellent
(36 reviews)
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Hull, MA
8% off
Price is AU$2,412
AU$2,412
AU$345 per night
includes taxes & fees
Image gallery for Travelers Choice Best of Boston Houseboat Suite 2!
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Travelers Choice Best of Boston Houseboat Suite 2!
Boston, MA
8% off
Price is AU$4,722
AU$4,722
AU$675 per night
includes taxes & fees
Image gallery for 76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
1010 out of 10 rating
Exceptional
(8 reviews)
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
Boston, MA
8% off
Price is AU$6,861
AU$6,861
AU$980 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$6,739
AU$6,739
AU$963 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
(39 reviews)
Lovely Cape Cod Style Home ~ Close To Boston ~ Hot Tub ~ Steps To Walking Trails
Hingham, MA
8% off
Price is AU$13,743
AU$13,743
AU$1,963 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Courageous Sailing Center
Global Luxury Suites Downtown Boston
Sleeps 3 · 1 bedroom
8.08.0 out of 10
Very goodvery good
570 reviews(570 reviews)
Temple Place Suites
Sleeps 3 · 1 bedroom
7.07.0 out of 10
Goodgood
255 reviews(255 reviews)
Premier Suites - Bay Village
Sleeps 2 · 1 bedroom
6.26.2 out of 10
190 reviews(190 reviews)
Sonder by Marriott Bonvoy The Magnolia Apartments Back Bay
Sleeps 2 · 1 bathroom
8.88.8 out of 10
Excellentexcellent
68 reviews(68 reviews)
Bay Village Suites
Sleeps 1 · 1 bedroom
6.46.4 out of 10
184 reviews(184 reviews)
Take An Amazing Vacation! Pet-Friendly Property, Near Liberty Ride Trolley Tour!
Sleeps 4 · 1 bedroom · 1 bathroom
7.67.6 out of 10
Goodgood
12 reviews(12 reviews)
Top rated rentals - Courageous Sailing Center
Highly-Recommended Getaway in Marblehead
1010 out of 10
Exceptionalexceptional
133 reviews(133 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