Holiday rentals near Chatham Drama Guild
We found 4,618 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within close proximity to Chatham Drama Guild. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a fireplace. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Chatham Drama Guild
Showing deals for:3 Oct - 10 Oct
Image gallery for Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf and Shops
1010 out of 10 rating
Exceptional
(13 reviews)
Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf and Shops
Hyannis, MA
14% off
Price is NZ$5,687
NZ$5,687
NZ$812 per night
includes taxes & fees
Image gallery for Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
1010 out of 10 rating
Exceptional
(16 reviews)
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
South Chatham, MA
8% off
Price is NZ$11,468
NZ$11,468
NZ$1,638 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Beautiful Waterfront Home with Beach, Dock, Deck, & Great Views! capeoceanvista
South Yarmouth, MA
7% off
Price is NZ$8,579
NZ$8,579
NZ$1,226 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
6% off
Price is NZ$8,851
NZ$8,851
NZ$1,264 per night
includes taxes & fees
Image gallery for Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
1010 out of 10 rating
Exceptional
(6 reviews)
Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!
Orleans, MA
6% off
Price is NZ$14,920
NZ$14,920
NZ$2,131 per night
includes taxes & fees
Image gallery for The Heart of Cape Cod - 3 bed 2 bath Hyannis Cottage
1010 out of 10 rating
Exceptional
(7 reviews)
The Heart of Cape Cod - 3 bed 2 bath Hyannis Cottage
Hyannis, MA
7% off
Price is NZ$3,748
NZ$3,748
NZ$535 per night
includes taxes & fees
Image gallery for Gorgeous 2nd floor flat, steps from restaurants, town pier & Mayo Beach
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Gorgeous 2nd floor flat, steps from restaurants, town pier & Mayo Beach
Wellfleet, MA
7% off
Price is NZ$4,220
NZ$4,220
NZ$603 per night
includes taxes & fees
Image gallery for Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
9.89.8 out of 10 rating
Exceptional
(45 reviews)
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
Wellfleet, MA
8% off
Price is NZ$5,342
NZ$5,342
NZ$763 per night
includes taxes & fees
Image gallery for CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
9.69.6 out of 10 rating
Exceptional
(18 reviews)
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
Centerville, MA
17% off
Price is NZ$3,292
NZ$3,292
NZ$470 per night
includes taxes & fees
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
15% off
Price is NZ$20,703
NZ$20,703
NZ$2,958 per night
includes taxes & fees
Image gallery for Stay with Us! Beach Fun for Family, Friends, & Pets Welcome! Free Pass Included!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Stay with Us! Beach Fun for Family, Friends, & Pets Welcome! Free Pass Included!
Hyannis, MA
7% off
Price is NZ$5,119
NZ$5,119
NZ$731 per night
includes taxes & fees
Image gallery for Immaculately maintained, large beach home with heated swimming pool
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Immaculately maintained, large beach home with heated swimming pool
Eastham, MA
8% off
Price is NZ$8,748
NZ$8,748
NZ$1,250 per night
includes taxes & fees
Image gallery for New for 2019 - the perfect family getaway
9.49.4 out of 10 rating
Exceptional
(10 reviews)
New for 2019 - the perfect family getaway
South Wellfleet, MA
6% off
Price is NZ$6,495
NZ$6,495
NZ$928 per night
includes taxes & fees
Image gallery for Your perch to the Cape's best ocean view with private Nauset access for 8!
9.89.8 out of 10 rating
Exceptional
(33 reviews)
Your perch to the Cape's best ocean view with private Nauset access for 8!
Orleans, MA
8% off
Price is NZ$8,732
NZ$8,732
NZ$1,247 per night
includes taxes & fees
Image gallery for Idyllic Cape Cod Retreat with Coastal Charm
1010 out of 10 rating
Exceptional
(5 reviews)
Idyllic Cape Cod Retreat with Coastal Charm
South Yarmouth, MA
7% off
Price is NZ$3,692
NZ$3,692
NZ$527 per night
includes taxes & fees
Image gallery for Charming & spacious cape house 0.4 miles to the beach
1010 out of 10 rating
Exceptional
(42 reviews)
Charming & spacious cape house 0.4 miles to the beach
Brewster, MA
8% off
Price is NZ$6,940
NZ$6,940
NZ$991 per night
includes taxes & fees
Image gallery for Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge
Orleans, MA
8% off
Price is NZ$24,875
NZ$24,875
NZ$3,554 per night
includes taxes & fees
Image gallery for Cozy Cape Cottage
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Cozy Cape Cottage
Brewster, MA
8% off
Price is NZ$2,979
NZ$2,979
NZ$426 per night
includes taxes & fees
Image gallery for Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
Eastham, MA
8% off
Price is NZ$6,506
NZ$6,506
NZ$929 per night
includes taxes & fees
Image gallery for Steps to a private bay beach from this private & Charming Cape! Book this Fall!
1010 out of 10 rating
Exceptional
(17 reviews)
Steps to a private bay beach from this private & Charming Cape! Book this Fall!
Eastham, MA
8% off
Price is NZ$6,058
NZ$6,058
NZ$865 per night
includes taxes & fees
Image gallery for Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
1010 out of 10 rating
Exceptional
(28 reviews)
Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
Chatham, MA
7% off
Price is NZ$8,413
NZ$8,413
NZ$1,202 per night
includes taxes & fees
Image gallery for Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
1010 out of 10 rating
Exceptional
(24 reviews)
Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches/Golf
Brewster, MA
7% off
Price is NZ$7,594
NZ$7,594
NZ$1,085 per night
includes taxes & fees
Image gallery for Come enjoy Orleans and Chatham
1010 out of 10 rating
Exceptional
(14 reviews)
Come enjoy Orleans and Chatham
Orleans, MA
8% off
Price is NZ$3,784
NZ$3,784
NZ$541 per night
includes taxes & fees
Image gallery for Tranquility at The Cape
9.09.0 out of 10 rating
Wonderful
(19 reviews)
Tranquility at The Cape
Wellfleet, MA
7% off
Price is NZ$2,619
NZ$2,619
NZ$374 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Chatham Drama Guild
Showing deals for: 28 Sept - 1 Oct
Holly Tree Resort
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
344 reviews(344 reviews)
The current price is NZ$730
NZ$730
for 3 nights, 1 room
NZ$243 per night
includes taxes & fees
Edgewater Beach Resort, a VRI resort
Sleeps 4 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
281 reviews(281 reviews)
The current price is NZ$930
NZ$930
for 3 nights, 1 room
NZ$310 per night
includes taxes & fees
All Seasons Resort
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
47 reviews(47 reviews)
The current price is NZ$771
NZ$771
for 3 nights, 1 room
NZ$257 per night
includes taxes & fees
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)
The current price is NZ$2,911
NZ$2,911
for 3 nights, 1 home
NZ$970 per night
includes taxes & fees
Steps to a private beach in a classic Cape cottage. Pet-friendly!
Sleeps 6 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
19 reviews(19 reviews)
The current price is NZ$2,058
NZ$2,058
for 3 nights, 1 cottage
NZ$686 per night
includes taxes & fees
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Sleeps 3 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
173 reviews(173 reviews)
The current price is NZ$2,455
NZ$2,455
for 3 nights, 1 cottage
NZ$818 per night
includes taxes & fees
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