First Encounter Beach Cottage Rentals

Compare Cottages, Resorts, & Rentals in First Encounter 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
FromUS $391 per night
|
10.0 (88 Reviews)
1 Bedroom 2 Guests
Walk to Water, Cozy, Dog Friendly!
New
3 Bedrooms 8 Guests
The Parsonage
FromUS $385 per night
|
10.0 (4 Reviews)
10 Bedrooms 22 Guests
The Parsonage Inn
FromUS $246 per night
|
9.8 (35 Reviews)
1 Bedroom 2 Guests
Game Room, Cozy & Mins to Beaches!
New
3 Bedrooms 6 Guests
Sunroom Mins to Beaches Views of Marsh
|
10.0 (3 Reviews)
4 Bedrooms 8 Guests
The Inn at the Oaks
FromUS $268 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Truly Wonderful Cape Cottage
FromUS $272 per night
10.0 (134 Reviews)
1 Bedroom 2 Guests
Beach Getaway with Private Backyard
|
10.0 (2 Reviews)
4 Bedrooms 10 Guests
Walk down quiet country lane to private Bay Beach.
10.0 (124 Reviews)
2 Bedrooms 5 Guests
4-5 Min to Mill Pond or Nauset Beach
|
10.0 (2 Reviews)
4 Bedrooms 9 Guests
Waterfront Cottage - Adorable & Private
10.0 (81 Reviews)
1 Bedroom 2 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
|
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (59 Reviews)
1 Bedroom 2 Guests
Dog Friend Waterfront Home
|
10.0 (2 Reviews)
2 Bedrooms 4 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (50 Reviews)
2 Bedrooms 4 Guests
Waterfront Fun at this Huge Family Estate
|
10.0 (1 Review)
11 Bedrooms 23 Guests
Ocean Views New A C Dog Welcome
|
10.0 (1 Review)
5 Bedrooms 11 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (40 Reviews)
2 Bedrooms 5 Guests
Gorgeous Architectural Home w Water Views
|
10.0 (1 Review)
4 Bedrooms 8 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (36 Reviews)
2 Bedrooms 6 Guests
Walk to Water Hot Tub & Game Room
|
10.0 (1 Review)
5 Bedrooms 10 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (27 Reviews)
2 Bedrooms 4 Guests
Waterfront home with Hot Tub Firepit and Game Room
|
10.0 (1 Review)
4 Bedrooms 8 Guests
The Breeze on Minister's Pond
10.0 (25 Reviews)
1 Bedroom 2 Guests
3000 Sq Ft Home with Hot Tub
|
10.0 (1 Review)
3 Bedrooms 8 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (23 Reviews)
2 Bedrooms 7 Guests
Newly updated spacious steps to water
|
10.0 (1 Review)
2 Bedrooms 4 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (20 Reviews)
2 Bedrooms 5 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
|
10.0 (1 Review)
6 Bedrooms 12 Guests
Cape Cod Sunscape. Orleans
10.0 (17 Reviews)
2 Bedrooms 6 Guests
Half Mile to Private Association Beach
|
10.0 (1 Review)
2 Bedrooms 5 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (16 Reviews)
1 Bedroom 2 Guests
Beach & Golf Hub w/All-Season Sunroom in Cape Cod
|
10.0 (1 Review)
5 Bedrooms 9 Guests
Cape Cod Cottage Retreat
FromUS $298 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
The Tranquil Heron Cottage
|
9.8 (5 Reviews)
3 Bedrooms 6 Guests
Steps to Rock Harbor, Fully Renovated Cape Cod Cottage
10.0 (9 Reviews)
2 Bedrooms 6 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
🐚The Bay Cottage on Thumpertown Beach
9.8 (11 Reviews)
2 Bedrooms 4 Guests
Minutes to Oceanside Beaches
|
9.7 (12 Reviews)
3 Bedrooms 6 Guests
The Seagrove Suites & Guest Rooms
|
9.2 (127 Reviews)
1 Bedroom 2 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests
Beautiful Spacious Family Retreat w Pool
|
9.7 (3 Reviews)
4 Bedrooms 8 Guests
Eagle Wing Inn - Cape Cod
FromUS $134 per night
|
9.8 (425 Reviews)
1 Bedroom 2 Guests
Newly Renovated Cottage on Town Cove!
9.8 (9 Reviews)
2 Bedrooms 4 Guests
4 Bedroom Home by Leavetown Vacations
|
9.7 (3 Reviews)
4 Bedrooms 8 Guests
Olde Tavern Motel And Inn
FromUS $251 per night
9.4 (237 Reviews)
1 Bedroom 2 Guests
Private Road - Near Bike Trail & Beaches
9.6 (35 Reviews)
2 Bedrooms 4 Guests
Bike to Nauset Beach or Walk to Mill Pond
|
9.5 (11 Reviews)
3 Bedrooms 6 Guests
Great Location Near Cape Cod National Seashore
9.6 (33 Reviews)
2 Bedrooms 4 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
9.6 (29 Reviews)
2 Bedrooms 4 Guests
Four Season Modern Cape Cod Cottage (with heat)
9.4 (6 Reviews)
2 Bedrooms 4 Guests
Beachfront on Cape Cod Bay in Eastham! (1039)
9.6 (24 Reviews)
2 Bedrooms 6 Guests
Perfect Relaxation Spot 5 min to Beach
|
9.4 (5 Reviews)
3 Bedrooms 8 Guests
Clean and Quiet North Eastham Cottage Near Beaches
9.6 (20 Reviews)
3 Bedrooms 6 Guests
Waterfront amazing views near beaches
|
9.3 (3 Reviews)
3 Bedrooms 6 Guests
Steps to Skaket Beach
FromUS $902 per night
|
9.0 (3 Reviews)
4 Bedrooms 8 Guests
🐳 The Whale Song - Dog-Friendly Studio
9.6 (14 Reviews)
1 Bedroom 2 Guests
Gray Gables
FromUS $670 per night
|
9.0 (3 Reviews)
4 Bedrooms 6 Guests
Eastham Cottage with AC and Private Back Yard (2217)
9.6 (10 Reviews)
2 Bedrooms 4 Guests
Great Home with Game Space 0 8 miles from Cooks Brook Beach
|
9.0 (2 Reviews)
4 Bedrooms 8 Guests
Half Mile to Private Association Beach!
9.6 (9 Reviews)
2 Bedrooms 5 Guests
Pine Grove Cottage
FromUS $120 per night
|
9.0 (2 Reviews)
2 Bedrooms 2 Guests

About First Encounter Beach Vacation Rentals

There are over 996 amazing vacation rentals available in First Encounter Beach. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in First Encounter Beach.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in First Encounter Beach, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in First Encounter Beach. The average size of places to stay near First Encounter Beach is approximately 1164.46 ft², with prices averaging US $630 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in First Encounter Beach. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About First Encounter Beach?

What are the top cottages, summer homes, and lake houses in First Encounter Beach?

How many rentals, hotels, or resorts are available in First Encounter Beach?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 996 properties listed by Vacation Cottage in the First Encounter Beach area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in First Encounter Beach.

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Rental Cottages and Private Getaways in Eastham, Massachusetts 24
Pleasant Point Rental Cottages and Private Getaways in Eastham, Massachusetts 672
West Brewster Rental Cottages and Private Getaways in Eastham, Massachusetts 574
Sea Pines Rental Cottages and Private Getaways in Eastham, Massachusetts 725