Herring Brook Beach Vacation Rentals

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

Sunroom Mins to Beaches Views of Marsh
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10.0 (4 Reviews)
4 Bedrooms 8 Guests
Whalewalk Inn and Spa
FromCA $467 per night
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10.0 (97 Reviews)
1 Bedroom 2 Guests
Waterfront Cottage - Adorable & Private
10.0 (83 Reviews)
1 Bedroom 2 Guests
Seaside Retreat w Private Beach Landing
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
The Inn at the Oaks
FromCA $374 per night
9.2 (324 Reviews)
1 Bedroom 2 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (62 Reviews)
1 Bedroom 2 Guests
Stunning Bay Views by Beach Dog Friendly
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10.0 (2 Reviews)
3 Bedrooms 7 Guests
The Seagrove Suites & Guest Rooms
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9.2 (134 Reviews)
1 Bedroom 2 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (54 Reviews)
2 Bedrooms 4 Guests
Beach Getaway with Private Backyard
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10.0 (2 Reviews)
4 Bedrooms 10 Guests
Short Walk to Private Association Beach
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (41 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
Great Waterfront Property, Kayak the National Park Seashore
10.0 (38 Reviews)
2 Bedrooms 6 Guests
Dog Friend Waterfront Home
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (28 Reviews)
2 Bedrooms 4 Guests
Waterfront Fun at this Huge Family Estate
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10.0 (1 Review)
11 Bedrooms 23 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (25 Reviews)
2 Bedrooms 7 Guests
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (24 Reviews)
1 Bedroom 2 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (21 Reviews)
2 Bedrooms 5 Guests
Walk to Water Hot Tub & Game Room
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10.0 (1 Review)
5 Bedrooms 10 Guests
Cape Cod Sunscape. Orleans
FromCA $1,293 per night
10.0 (17 Reviews)
2 Bedrooms 6 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
Cape Cod Cottage Retreat
FromCA $516 per night
10.0 (17 Reviews)
2 Bedrooms 4 Guests
3 Bicycles Provided! Cape Cod Cottage w/Deck
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10.0 (1 Review)
3 Bedrooms 6 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
3000 Sq Ft Home with Hot Tub
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10.0 (1 Review)
3 Bedrooms 8 Guests
Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
10.0 (12 Reviews)
2 Bedrooms 4 Guests
Minutes to Private Association
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10.0 (1 Review)
4 Bedrooms 8 Guests
Steps to Rock Harbor, Fully Renovated Cape Cod Cottage
10.0 (11 Reviews)
2 Bedrooms 6 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
Modern Cape Cod Cottage Close to Everything - outdoor shower!
10.0 (10 Reviews)
2 Bedrooms 4 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
Edgewood on Campground Beach/Steps to the Sand
10.0 (9 Reviews)
2 Bedrooms 4 Guests
National Seashore/Updated/Game Room~Blue Pearl
10.0 (9 Reviews)
2 Bedrooms 6 Guests
Quiet Neighborhood .2 miles to Skaket Beach (1193)
10.0 (6 Reviews)
2 Bedrooms 6 Guests
Bed, Splash & Beyond – Coastal Comfort Awaits
10.0 (6 Reviews)
1 Bedroom 4 Guests
4 Min Drive to Bayside Beaches!
FromCA $205 per night
10.0 (5 Reviews)
1 Bedroom 2 Guests
Family-friendly Oasis Steps from Kingsbury Beach
10.0 (3 Reviews)
2 Bedrooms 4 Guests
Refurbished Cottage with Views of Town Cove (1038)
10.0 (3 Reviews)
2 Bedrooms 4 Guests
Cozy Cottage by Molls Pond 2409
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Walk to Beach, Spacious Home and Private Backyard!
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Waterfront, Modern, On a Pond for Boating and Swimming
10.0 (2 Reviews)
2 Bedrooms 5 Guests
Vintage 1940s Cottage Near Beaches & Trails
10.0 (2 Reviews)
1 Bedroom 2 Guests
Studio Cottage w/Oak Floors and Knotty Pine Walls (CS0003)
10.0 (2 Reviews)
1 Bedroom 2 Guests
Secluded Eastham Gem Near Beach & Bike Trail
10.0 (1 Review)
2 Bedrooms 5 Guests
Charming Waterfront Escape Along the Cove
10.0 (1 Review)
2 Bedrooms 4 Guests
Tranquil Eastham Waterfront Cottage Escape
10.0 (1 Review)
2 Bedrooms 4 Guests
Waterside Eastham Cottage with Quintessential Cape Cod Charm
10.0 (1 Review)
2 Bedrooms 4 Guests
Charming Getaway with Hot Tub, Dog Friendly!
10.0 (1 Review)
2 Bedrooms 4 Guests
The Cherry, cozy, charming and romantic.
10.0 (1 Review)
1 Bedroom 2 Guests
Romantic Orleans Waterfront Cottage!
9.8 (31 Reviews)
1 Bedroom 2 Guests
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 (25 Reviews)
2 Bedrooms 4 Guests
1940s Cottage Stunner Large Studio w/loft feel dog friendly
9.8 (23 Reviews)
1 Bedroom 3 Guests
Castaway Cottage on the bay~Dog Friendly Too!
9.8 (18 Reviews)
2 Bedrooms 5 Guests
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 Reviews)
2 Bedrooms 5 Guests
🐚The Bay Cottage on Thumpertown Beach
9.8 (13 Reviews)
2 Bedrooms 4 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests

About Herring Brook Beach Vacation Rentals

With more than 958 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 1133.29 ft² on average, with prices averaging CA $848 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 958 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
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