Holiday rentals near Adventure Chatham
We found 4,813 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals within easy reach of Adventure Chatham that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, including parking and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Adventure Chatham
Showing deals for:19 Sept - 26 Sept
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 AU$15,039
AU$15,039
AU$2,148 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 AU$6,016
AU$6,016
AU$859 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
8% off
Price is AU$20,269
AU$20,269
AU$2,896 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 AU$4,503
AU$4,503
AU$643 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
8% off
Price is AU$10,544
AU$10,544
AU$1,506 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 AU$4,121
AU$4,121
AU$589 per night
includes taxes & fees
Image gallery for Heated Private Pool, Walk to beach & shops, fully renovated house
9.89.8 out of 10 rating
Exceptional
(44 reviews)
Heated Private Pool, Walk to beach & shops, fully renovated house
Osterville, MA
8% off
Price is AU$15,671
AU$15,671
AU$2,239 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
8% off
Price is AU$7,087
AU$7,087
AU$1,012 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 AU$17,061
AU$17,061
AU$2,437 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 AU$14,903
AU$14,903
AU$2,129 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 AU$4,535
AU$4,535
AU$648 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 AU$2,530
AU$2,530
AU$361 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 AU$8,214
AU$8,214
AU$1,173 per night
includes taxes & fees
Image gallery for Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Charming Cape 🌞 With Beach Pass Included, Close to Beaches and Downtown
Hyannis, MA
8% off
Price is AU$4,980
AU$4,980
AU$711 per night
includes taxes & fees
Image gallery for Pristine Osterville Cottage
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Pristine Osterville Cottage
Osterville, MA
8% off
Price is AU$6,151
AU$6,151
AU$879 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 AU$6,469
AU$6,469
AU$924 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 AU$7,542
AU$7,542
AU$1,077 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 AU$5,952
AU$5,952
AU$850 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 AU$4,328
AU$4,328
AU$618 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 AU$10,921
AU$10,921
AU$1,560 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 AU$4,372
AU$4,372
AU$625 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 AU$3,513
AU$3,513
AU$502 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 AU$1,970
AU$1,970
AU$281 per night
includes taxes & fees
Image gallery for LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed
1010 out of 10 rating
Exceptional
(5 reviews)
LUXURYBEACHHOUSE*walk2beaches*firepit/bikes/fencedyard/kingbed
South Yarmouth, MA
8% off
Price is AU$6,912
AU$6,912
AU$987 per night
includes taxes & fees
Find spaces that suit your style
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Villa
Chalet
Find the best place to stay - Adventure Chatham
Beautiful Ocean Views for You
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!
Sleeps 6 · 3 bedrooms · 2 bathrooms
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Newly renovated ranch with a private yard & central location - dog-friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 reviews)
Adorable One Level - Walk to South Middle Beach
Sleeps 6 · 3 bedrooms · 2 bathrooms
7.87.8 out of 10
Goodgood
9 reviews(9 reviews)
STEPS TO A PRIVATE BEACH. WALK TO MARINA AND RESTAURANTS!
Sleeps 6 · 3 bedrooms · 3 bathrooms
6.06.0 out of 10
1 review(1 review)
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