Holiday rentals near Main Street
We found 4,036 holiday rentals — enter your dates for availability
Choose the right private holiday rental that's near Main Street. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as a hot tub and garden. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Main Street
Showing deals for:18 Jul - 25 Jul
Image gallery for Your Beach house on the island

1010 out of 10 rating
Exceptional
(11 reviews)
Your Beach house on the island
Vineyard Haven, MA
8% off
Price is NZ$20,502
NZ$20,502
NZ$2,929 per night
includes taxes & fees
Image gallery for Akwaaba House Martha's Vineyard Walk to Beach and Oak Bluffs Town & Harbor

1010 out of 10 rating
Exceptional
(6 reviews)
Akwaaba House Martha's Vineyard Walk to Beach and Oak Bluffs Town & Harbor
Oak Bluffs, MA
8% off
Price is NZ$28,616
NZ$28,616
NZ$4,088 per night
includes taxes & fees
Image gallery for Falmouth Getaway 8 mins from Beach ft. Outdoor Shower, Firepit, EV + Pets

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Falmouth Getaway 8 mins from Beach ft. Outdoor Shower, Firepit, EV + Pets
East Falmouth, MA
8% off
Price is NZ$16,434
NZ$16,434
NZ$2,348 per night
includes taxes & fees
Image gallery for Waterfront/golf Sleep 8 /public beach Pass & private beach

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Waterfront/golf Sleep 8 /public beach Pass & private beach
Osterville, MA
9% off
Price is NZ$19,701
NZ$19,701
NZ$2,814 per night
includes taxes & fees
Image gallery for 2-Nestled In The Pines In The Heart Of Cape Cod

8.08.0 out of 10 rating
Very good
(5 reviews)
2-Nestled In The Pines In The Heart Of Cape Cod
South Yarmouth, MA
8% off
Price is NZ$2,355
NZ$2,355
NZ$336 per night
includes taxes & fees
Image gallery for Cabin19: Nestled In The Pines In The Heart Of Cape Cod

9.29.2 out of 10 rating
Wonderful
(24 reviews)
Cabin19: Nestled In The Pines In The Heart Of Cape Cod
South Yarmouth, MA
8% off
Price is NZ$4,364
NZ$4,364
NZ$623 per night
includes taxes & fees
Image gallery for Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.

1010 out of 10 rating
Exceptional
(12 reviews)
Peaceful and Relaxing Cape Cod Ranch located 7 Min. from the Beach.
East Falmouth, MA
8% off
Price is NZ$10,840
NZ$10,840
NZ$1,549 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$9,094
NZ$9,094
NZ$1,299 per night
includes taxes & fees
Image gallery for Relax & Renew at this Luxury Villa with Heated Pool & Hot Tub, Tennis, Firepit!

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Relax & Renew at this Luxury Villa with Heated Pool & Hot Tub, Tennis, Firepit!
Oak Bluffs, MA
5% off
Price is NZ$24,605
NZ$24,605
NZ$3,515 per night
includes taxes & fees
Image gallery for Beautiful Historic Hilltop Haven -Walk to Town & Water

9.69.6 out of 10 rating
Exceptional
(31 reviews)
Beautiful Historic Hilltop Haven -Walk to Town & Water
Vineyard Haven, MA
8% off
Price is NZ$11,051
NZ$11,051
NZ$1,579 per night
includes taxes & fees
Image gallery for Dog-Friendly Hatchville Escape for 6–April Awaits!

1010 out of 10 rating
Exceptional
(8 reviews)
Dog-Friendly Hatchville Escape for 6–April Awaits!
East Falmouth, MA
8% off
Price is NZ$11,269
NZ$11,269
NZ$1,610 per night
includes taxes & fees
Image gallery for Brand new! Lovely apartment-Vineyard Haven

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Brand new! Lovely apartment-Vineyard Haven
Vineyard Haven, MA
8% off
Price is NZ$10,770
NZ$10,770
NZ$1,539 per night
includes taxes & fees
Image gallery for Summer on the Cape. There’s nothing like it. Come see for yourself!

1010 out of 10 rating
Exceptional
(26 reviews)
Summer on the Cape. There’s nothing like it. Come see for yourself!
West Barnstable, MA
5% off
Price is NZ$8,431
NZ$8,431
NZ$1,204 per night
includes taxes & fees
Image gallery for waterfront-pool-large groups and families-kayaks & bikes-beach pass

1010 out of 10 rating
Exceptional
(24 reviews)
waterfront-pool-large groups and families-kayaks & bikes-beach pass
Cotuit, MA
8% off
Price is NZ$31,346
NZ$31,346
NZ$4,478 per night
includes taxes & fees
Image gallery for Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3

9.09.0 out of 10 rating
Wonderful
(73 reviews)
Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
West Dennis, MA
8% off
Price is NZ$4,522
NZ$4,522
NZ$646 per night
includes taxes & fees
Image gallery for 8-Studio Cabin w Kitchen, Enclosed Porch, Bathroom, Sleep2, Beautiful Space,Pool

8.88.8 out of 10 rating
Excellent
(26 reviews)
8-Studio Cabin w Kitchen, Enclosed Porch, Bathroom, Sleep2, Beautiful Space,Pool
South Yarmouth, MA
8% off
Price is NZ$3,443
NZ$3,443
NZ$492 per night
includes taxes & fees
Image gallery for Newly remodeled home - Close to beaches, Main Street and Ferry to the Islands

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Newly remodeled home - Close to beaches, Main Street and Ferry to the Islands
Hyannis, MA
7% off
Price is NZ$15,352
NZ$15,352
NZ$2,193 per night
includes taxes & fees
Image gallery for Spectacular waterfront home / boat dock Indoor & Outdoor pool

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Spectacular waterfront home / boat dock Indoor & Outdoor pool
Marstons Mills, MA
8% off
Price is NZ$59,159
NZ$59,159
NZ$8,451 per night
includes taxes & fees
Image gallery for Charming Quiet Country Cabin, Heatd Salt Pool, 1mile to Beach, Walk to Mini Golf

9.29.2 out of 10 rating
Wonderful
(43 reviews)
Charming Quiet Country Cabin, Heatd Salt Pool, 1mile to Beach, Walk to Mini Golf
South Yarmouth, MA
8% off
Price is NZ$4,498
NZ$4,498
NZ$643 per night
includes taxes & fees
Image gallery for Cabin Sleeps 5, LOCATION! Beaches, Pool, Golf, Fishing, Waterpark. Good Pets ok!

8.88.8 out of 10 rating
Excellent
(13 reviews)
Cabin Sleeps 5, LOCATION! Beaches, Pool, Golf, Fishing, Waterpark. Good Pets ok!
South Yarmouth, MA
8% off
Price is NZ$5,187
NZ$5,187
NZ$741 per night
includes taxes & fees
Image gallery for Cabin1: Nestled In The Pines In The Heart Of Cape Cod

8.28.2 out of 10 rating
Very good
(15 reviews)
Cabin1: Nestled In The Pines In The Heart Of Cape Cod
South Yarmouth, MA
8% off
Price is NZ$2,893
NZ$2,893
NZ$413 per night
includes taxes & fees
Image gallery for Avoid Renters Remorse, Book Your Next Getaway Now!

9.49.4 out of 10 rating
Exceptional
(14 reviews)
Avoid Renters Remorse, Book Your Next Getaway Now!
Harwich Port, Massachusetts
7% off
Price is NZ$11,141
NZ$11,141
NZ$1,592 per night
includes taxes & fees
Image gallery for Cabin5: Nestled In The Pines In The Heart Of Cape Cod

9.09.0 out of 10 rating
Wonderful
(36 reviews)
Cabin5: Nestled In The Pines In The Heart Of Cape Cod
South Yarmouth, MA
8% off
Price is NZ$3,992
NZ$3,992
NZ$570 per night
includes taxes & fees
Image gallery for #4Charming Cabin for 2 w pool. Near beaches and sites

8.68.6 out of 10 rating
Excellent
(45 reviews)
#4Charming Cabin for 2 w pool. Near beaches and sites
South Yarmouth, MA
8% off
Price is NZ$2,905
NZ$2,905
NZ$415 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Main Street
Map Attractions
Find the best place to stay - Main Street
89-2 Salt Marsh Rd -Oceanfront Cottage w/ 180° Cape Cod Bay Views & Balcony!
Sleeps 6 · 2 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
*Oceanfront Beach Home*
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
The Club at New Seabury
Sleeps 6
9.09.0 out of 10
Wonderfulwonderful
315 reviews(315 reviews)
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Sleeps 12 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Steps to the Ocean! Perfect Location!!!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
204 reviews(204 reviews)
Brand New Custom Home Masphee
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 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