Holiday rentals near Josiah Dennis Manse and Old West Schoolhouse
We found 5,602 holiday rentals — enter your dates for availability
If you are looking to stay near Josiah Dennis Manse and Old West Schoolhouse, take a look at holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Josiah Dennis Manse and Old West Schoolhouse
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
(14 reviews)
Serene Waterfront Cottage with Private Dock, Walk to Beaches, Golf and Shops
Hyannis, MA
14% off
Price is AU$5,234
AU$5,234
AU$748 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
8% off
Price is AU$7,728
AU$7,728
AU$1,104 per night
includes taxes & fees
Image gallery for Cozy Cape Cod Getaway
9.29.2 out of 10 rating
Wonderful
(16 reviews)
Cozy Cape Cod Getaway
Mashpee, MA
8% off
Price is AU$3,428
AU$3,428
AU$490 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 AU$3,434
AU$3,434
AU$491 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 AU$7,972
AU$7,972
AU$1,139 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 AU$13,139
AU$13,139
AU$1,877 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
8% off
Price is AU$3,873
AU$3,873
AU$553 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 AU$4,901
AU$4,901
AU$700 per night
includes taxes & fees
Image gallery for New for 2019 - the perfect family getaway
9.49.4 out of 10 rating
Exceptional
(11 reviews)
New for 2019 - the perfect family getaway
South Wellfleet, MA
6% off
Price is AU$5,961
AU$5,961
AU$852 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 AU$6,394
AU$6,394
AU$913 per night
includes taxes & fees
Image gallery for POOL, LARGE NEWLY RENOVATED: 4+ Bedroom, lots of room
9.49.4 out of 10 rating
Exceptional
(18 reviews)
POOL, LARGE NEWLY RENOVATED: 4+ Bedroom, lots of room
Sandwich, MA
8% off
Price is AU$11,081
AU$11,081
AU$1,583 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 AU$2,733
AU$2,733
AU$390 per night
includes taxes & fees
Image gallery for Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
1010 out of 10 rating
Exceptional
(19 reviews)
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Chatham, MA
16% off
Price is AU$18,121
AU$18,121
AU$2,589 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 AU$21,825
AU$21,825
AU$3,118 per night
includes taxes & fees
Image gallery for CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
9.49.4 out of 10 rating
Exceptional
(19 reviews)
CONTEMPORARY RANCH STYLE HOME, CLOSE TO CRAIGVILLE BEACH AREA
Centerville, MA
17% off
Price is AU$3,021
AU$3,021
AU$432 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 AU$5,986
AU$5,986
AU$855 per night
includes taxes & fees
Image gallery for Maushop Village Getaway with Ocean Views, Steps to Private Beach
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Maushop Village Getaway with Ocean Views, Steps to Private Beach
Mashpee, MA
14% off
Price is AU$3,791
AU$3,791
AU$542 per night
includes taxes & fees
Image gallery for Renowned Golf Courses nearby! Oceanview, Steps to Private Neighborhood Beach!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Renowned Golf Courses nearby! Oceanview, Steps to Private Neighborhood Beach!
Plymouth, MA
8% off
Price is AU$11,669
AU$11,669
AU$1,667 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 AU$5,564
AU$5,564
AU$795 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 AU$6,832
AU$6,832
AU$976 per night
includes taxes & fees
Image gallery for Adorable Home Seconds From Lake Wequaquet!
1010 out of 10 rating
Exceptional
(5 reviews)
Adorable Home Seconds From Lake Wequaquet!
Centerville, MA
7% off
Price is AU$5,328
AU$5,328
AU$761 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 AU$2,403
AU$2,403
AU$343 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 AU$3,467
AU$3,467
AU$495 per night
includes taxes & fees
Image gallery for Wequaquet Lake Dream with Private Dock, See Our Video!
9.49.4 out of 10 rating
Exceptional
(66 reviews)
Wequaquet Lake Dream with Private Dock, See Our Video!
Centerville, MA
8% off
Price is AU$11,260
AU$11,260
AU$1,609 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Josiah Dennis Manse and Old West Schoolhouse
Convenient to all amenities and beaches in Chatham
Sleeps 2 · 1 bathroom
1010 out of 10
Exceptionalexceptional
181 reviews(181 reviews)
Holly Tree Resort
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
345 reviews(345 reviews)
Edgewater Beach Resort, a VRI resort
Sleeps 4 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
281 reviews(281 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
130 reviews(130 reviews)
All Seasons Resort
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
47 reviews(47 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)
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