Holiday rentals near Academy Playhouse
We found 4,674 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Academy Playhouse that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, such as parking and air conditioning. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Academy Playhouse
Showing deals for:19 Sept - 26 Sept
Image gallery for Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
1010 out of 10 rating
Exceptional
(19 reviews)
Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
Chatham, MA
8% off
Price is NZ$23,691
NZ$23,691
NZ$3,384 per night
includes taxes & fees
Image gallery for Classic Cape cottage charm with updates and fabulous views
1010 out of 10 rating
Exceptional
(34 reviews)
Classic Cape cottage charm with updates and fabulous views
Hyannis, MA
8% off
Price is NZ$16,990
NZ$16,990
NZ$2,427 per night
includes taxes & fees
Image gallery for NEWLY RENOVATED, LARGE, SERENE, SUNNY HOME ON PRIVATE ROAD
1010 out of 10 rating
Exceptional
(16 reviews)
NEWLY RENOVATED, LARGE, SERENE, SUNNY HOME ON PRIVATE ROAD
North Truro, MA
7% off
Price is NZ$13,468
NZ$13,468
NZ$1,924 per night
includes taxes & fees
Image gallery for Luxury on the cape, Private beach , central a/c, outdoor shower
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury on the cape, Private beach , central a/c, outdoor shower
West Yarmouth, MA
7% off
Price is NZ$6,500
NZ$6,500
NZ$929 per night
includes taxes & fees
Image gallery for Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.89.8 out of 10 rating
Exceptional
(169 reviews)
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
South Yarmouth, MA
8% off
Price is NZ$4,875
NZ$4,875
NZ$696 per night
includes taxes & fees
Image gallery for Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi
1010 out of 10 rating
Exceptional
(35 reviews)
Walk to Beach - Renovated Cape Cod Ranch - 3 Bed w/ Game Room, Central AC & WiFi
West Yarmouth, MA
7% off
Price is NZ$4,459
NZ$4,459
NZ$637 per night
includes taxes & fees
Image gallery for CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
9.89.8 out of 10 rating
Exceptional
(19 reviews)
CHATHAM WATER FRONT/VIEW HOUSE FIRST TIME RENTAL
Chatham, MA
7% off
Price is NZ$11,891
NZ$11,891
NZ$1,699 per night
includes taxes & fees
Image gallery for North Truro Condo W/Private Balcony and 2 Queen Beds
1010 out of 10 rating
Exceptional
(32 reviews)
North Truro Condo W/Private Balcony and 2 Queen Beds
North Truro, MA
7% off
Price is NZ$2,829
NZ$2,829
NZ$404 per night
includes taxes & fees
Image gallery for Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
1010 out of 10 rating
Exceptional
(12 reviews)
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Orleans, MA
8% off
Price is NZ$19,294
NZ$19,294
NZ$2,756 per night
includes taxes & fees
Image gallery for 🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
1010 out of 10 rating
Exceptional
(23 reviews)
🌊 BEACHFRONT FAMILY HOME STEPS TO THE OCEAN!
South Yarmouth, MA
8% off
Price is NZ$16,832
NZ$16,832
NZ$2,405 per night
includes taxes & fees
Image gallery for Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
9.89.8 out of 10 rating
Exceptional
(135 reviews)
Private Sandy Beach, Truly Oceanfront,Private Decks, Free Kayak, Sleeps 5
South Yarmouth, MA
7% off
Price is NZ$7,826
NZ$7,826
NZ$1,118 per night
includes taxes & fees
Image gallery for South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
9.49.4 out of 10 rating
Exceptional
(16 reviews)
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
South Chatham, MA
7% off
Price is NZ$2,744
NZ$2,744
NZ$392 per night
includes taxes & fees
Image gallery for Piping Plover
1010 out of 10 rating
Exceptional
(5 reviews)
Piping Plover
West Yarmouth, MA
8% off
Price is NZ$4,907
NZ$4,907
NZ$701 per night
includes taxes & fees
Image gallery for 2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
9.89.8 out of 10 rating
Exceptional
(36 reviews)
2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
South Harwich, MA
7% off
Price is NZ$6,445
NZ$6,445
NZ$921 per night
includes taxes & fees
Image gallery for Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
9.89.8 out of 10 rating
Exceptional
(43 reviews)
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Wellfleet, MA
17% off
Price is NZ$6,975
NZ$6,975
NZ$996 per night
includes taxes & fees
Image gallery for Swan River access
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Swan River access
West Dennis, MA
8% off
Price is NZ$8,829
NZ$8,829
NZ$1,261 per night
includes taxes & fees
Image gallery for Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
1010 out of 10 rating
Exceptional
(19 reviews)
Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
Brewster, MA
14% off
Price is NZ$8,322
NZ$8,322
NZ$1,189 per night
includes taxes & fees
Image gallery for Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
1010 out of 10 rating
Exceptional
(22 reviews)
Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT
Eastham, MA
7% off
Price is NZ$13,220
NZ$13,220
NZ$1,889 per night
includes taxes & fees
Image gallery for Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Private Beach on Pond, Linens Included, Kayak & Canoe. All Rooms w/ Pond Views!
South Chatham, MA
23% off
Price is NZ$4,732
NZ$4,732
NZ$676 per night
includes taxes & fees
Image gallery for Cozy 3 Bedroom Cottage with Great Outdoor Space-West Yarmouth
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Cozy 3 Bedroom Cottage with Great Outdoor Space-West Yarmouth
West Yarmouth, MA
7% off
Price is NZ$4,683
NZ$4,683
NZ$669 per night
includes taxes & fees
Image gallery for Come enjoy Orleans and Chatham
1010 out of 10 rating
Exceptional
(13 reviews)
Come enjoy Orleans and Chatham
Orleans, MA
8% off
Price is NZ$3,810
NZ$3,810
NZ$544 per night
includes taxes & fees
Image gallery for NEW KITCHEN BLUE CABINET, BACK SLASH, GRANITE COUNTERS, OUTSIDE RAIN SHOWER.
9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW KITCHEN BLUE CABINET, BACK SLASH, GRANITE COUNTERS, OUTSIDE RAIN SHOWER.
Truro, MA
7% off
Price is NZ$2,898
NZ$2,898
NZ$414 per night
includes taxes & fees
Image gallery for Charming Cape House, newly renovated, walk to beaches, Hyannis Harbor, and more!
1010 out of 10 rating
Exceptional
(45 reviews)
Charming Cape House, newly renovated, walk to beaches, Hyannis Harbor, and more!
Hyannis, MA
8% off
Price is NZ$12,234
NZ$12,234
NZ$1,748 per night
includes taxes & fees
Image gallery for LOCATION! CABIN sleeps3, 1 mile to BEACH, Heated POOL, Kitchen/Grill, Parking
9.29.2 out of 10 rating
Wonderful
(24 reviews)
LOCATION! CABIN sleeps3, 1 mile to BEACH, Heated POOL, Kitchen/Grill, Parking
South Yarmouth, MA
8% off
Price is NZ$2,091
NZ$2,091
NZ$299 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Academy Playhouse
Convenient to all amenities and beaches in Chatham
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
178 reviews(178 reviews)
Edgewater Beach Resort, a VRI resort
Sleeps 4 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
277 reviews(277 reviews)
Holly Tree Resort
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
343 reviews(343 reviews)
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Friendly 4 BR, 2 Kitchens, Sleeps8, Heated Pool, 1 Mile to Warm Beaches, Pets ok
Sleeps 8 · 4 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
16 reviews(16 reviews)
All Seasons Resort
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
47 reviews(47 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