Herring Brook Beach Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Herring Brook Beach, Eastham, Massachusetts, USA

Driftwood Cottages - 85 - Lobster
New
3 Bedrooms 6 Guests
Seaside Retreat w Private Beach Landing
|
10.0 (4 Reviews)
3 Bedrooms 6 Guests
Whalewalk Inn and Spa
FromR4,054 per night
|
10.0 (88 Reviews)
1 Bedroom 2 Guests
Game Room, Cozy & Mins to Beaches!
New
3 Bedrooms 6 Guests
Sunroom Mins to Beaches Views of Marsh
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10.0 (3 Reviews)
4 Bedrooms 8 Guests
The Inn at the Oaks
FromR4,543 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Truly Wonderful Cape Cottage
10.0 (134 Reviews)
1 Bedroom 2 Guests
Beach Getaway with Private Backyard
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10.0 (2 Reviews)
4 Bedrooms 10 Guests
The Seagrove Suites & Guest Rooms
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9.2 (127 Reviews)
1 Bedroom 2 Guests
Walk down quiet country lane to private Bay Beach.
10.0 (124 Reviews)
2 Bedrooms 5 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
Waterfront Cottage - Adorable & Private
10.0 (81 Reviews)
1 Bedroom 2 Guests
Dog Friend Waterfront Home
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
Waterfront Fun at this Huge Family Estate
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10.0 (1 Review)
11 Bedrooms 23 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (59 Reviews)
1 Bedroom 2 Guests
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (50 Reviews)
2 Bedrooms 4 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Walk to Water Hot Tub & Game Room
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10.0 (1 Review)
5 Bedrooms 10 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (39 Reviews)
2 Bedrooms 5 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (36 Reviews)
2 Bedrooms 6 Guests
3000 Sq Ft Home with Hot Tub
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10.0 (1 Review)
3 Bedrooms 8 Guests
Walk to Coast Guard Beach! Peaceful Vacation
10.0 (36 Reviews)
2 Bedrooms 3 Guests
Short Walk to Private Association Beach
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10.0 (1 Review)
3 Bedrooms 6 Guests
Cottage over looking Coast Guard Beach and the Atlantic
10.0 (36 Reviews)
1 Bedroom 2 Guests
Stunning Bay Views by Beach Dog Friendly
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10.0 (1 Review)
3 Bedrooms 7 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (27 Reviews)
2 Bedrooms 4 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
The Breeze on Minister's Pond
10.0 (25 Reviews)
1 Bedroom 2 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (23 Reviews)
2 Bedrooms 7 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (20 Reviews)
2 Bedrooms 5 Guests
Path to Beach! Bay-View Family Escape in Eastham
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10.0 (1 Review)
3 Bedrooms 6 Guests
Cape Cod Sunscape. Orleans
10.0 (17 Reviews)
2 Bedrooms 6 Guests
The Tranquil Heron Cottage
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9.8 (5 Reviews)
3 Bedrooms 6 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (16 Reviews)
1 Bedroom 2 Guests
Cape Cod Cottage Retreat
10.0 (15 Reviews)
2 Bedrooms 4 Guests
National Seashore/Updated/Game Room~Blue Pearl
10.0 (9 Reviews)
2 Bedrooms 6 Guests
Edgewood on Campground Beach/Steps to the Sand
10.0 (9 Reviews)
2 Bedrooms 4 Guests
Steps to Rock Harbor, Fully Renovated Cape Cod Cottage
10.0 (9 Reviews)
2 Bedrooms 6 Guests
1940s Cottage Stunner Large Studio w/loft feel dog friendly
9.8 (22 Reviews)
1 Bedroom 3 Guests
Minutes to Oceanside Beaches
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9.7 (12 Reviews)
3 Bedrooms 6 Guests
Eagle Wing Inn - Cape Cod
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9.8 (425 Reviews)
1 Bedroom 2 Guests
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 Reviews)
2 Bedrooms 5 Guests
Beautiful Spacious Family Retreat w Pool
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Endless Dunes, A Modern Motel
9.0 (139 Reviews)
1 Bedroom 2 Guests
Castaway Cottage on the bay~Dog Friendly Too!
9.8 (14 Reviews)
2 Bedrooms 5 Guests
4 Bedroom Home by Leavetown Vacations
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Viking Shores Motor Inn
FromR1,922 per night
8.6 (129 Reviews)
1 Bedroom 2 Guests
🐚The Bay Cottage on Thumpertown Beach
9.8 (11 Reviews)
2 Bedrooms 4 Guests
Inn at the Oaks
FromR6,615 per night
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9.6 (34 Reviews)
13 Bedrooms 31 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests
Newly Renovated Cottage on Town Cove!
9.8 (9 Reviews)
2 Bedrooms 4 Guests
Dreamy Cottage for Two Close to Beaches
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9.5 (2 Reviews)
1 Bedroom 2 Guests
Private Road - Near Bike Trail & Beaches
9.6 (35 Reviews)
2 Bedrooms 4 Guests
Four Season Modern Cape Cod Cottage (with heat)
9.4 (6 Reviews)
2 Bedrooms 4 Guests
Great Location Near Cape Cod National Seashore
9.6 (33 Reviews)
2 Bedrooms 4 Guests
Perfect Relaxation Spot 5 min to Beach
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9.4 (5 Reviews)
3 Bedrooms 8 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
9.6 (29 Reviews)
2 Bedrooms 4 Guests
Waterfront amazing views near beaches
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9.3 (3 Reviews)
3 Bedrooms 6 Guests
Beachfront on Cape Cod Bay in Eastham! (1039)
9.6 (24 Reviews)
2 Bedrooms 6 Guests
Steps to Skaket Beach
FromR15,299 per night
|
9.0 (3 Reviews)
4 Bedrooms 8 Guests
Clean and Quiet North Eastham Cottage Near Beaches
9.6 (20 Reviews)
3 Bedrooms 6 Guests
Beaches n' Sunsets
FromR15,058 per night
9.0 (3 Reviews)
1 Bedroom 7 Guests
Great Home with Game Space 0 8 miles from Cooks Brook Beach
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9.0 (2 Reviews)
4 Bedrooms 8 Guests

About Herring Brook Beach Vacation Rentals

With more than 991 Herring Brook Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Herring Brook Beach.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Herring Brook Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Herring Brook Beach. Places to stay near Herring Brook Beach are 1129.11 ft² on average, with prices averaging R10,336 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Herring Brook Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Herring Brook Beach?

What are the top vacation rentals in Herring Brook Beach?

How many Rentbyowner vacation rentals are available in Herring Brook Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 991 in the Herring Brook Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Herring Brook Beach. 

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Vacation Rentals in Eastham, Massachusetts 24
Pleasant Point Vacation Rentals in Eastham, Massachusetts 672
West Brewster Vacation Rentals in Eastham, Massachusetts 574
Sea Pines Vacation Rentals in Eastham, Massachusetts 725