First Encounter Beach Villa Rentals

Compare Villas, Resorts, & Rentals in First Encounter Beach, Eastham, Massachusetts, USA

Waterfront Cottage - Adorable & Private
10.0 (82 Reviews)
1 Bedroom 2 Guests
Sunroom Mins to Beaches Views of Marsh
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10.0 (4 Reviews)
4 Bedrooms 8 Guests
Whalewalk Inn and Spa
FromCA $426 per night
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10.0 (92 Reviews)
1 Bedroom 2 Guests
Seaside Retreat w Private Beach Landing
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
The Parsonage Inn
FromCA $345 per night
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9.8 (35 Reviews)
1 Bedroom 2 Guests
Waterfront, Modern, On a Pond for Boating and Swimming
10.0 (2 Reviews)
2 Bedrooms 5 Guests
The Parsonage
FromCA $541 per night
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10.0 (4 Reviews)
10 Bedrooms 22 Guests
The Inn at the Oaks
FromCA $376 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Waterside Eastham Cottage with Quintessential Cape Cod Charm
10.0 (1 Review)
2 Bedrooms 4 Guests
Beach Getaway with Private Backyard
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10.0 (2 Reviews)
4 Bedrooms 10 Guests
Skaket Beach Area Dream
FromCA $1,890 per night
New
1 Bedroom 9 Guests
4-5 Min to Mill Pond or Nauset Beach
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10.0 (2 Reviews)
4 Bedrooms 9 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
New 2026 3BD Home With Guest House
New
4 Bedrooms 8 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
Truly Wonderful Cape Cottage
FromCA $414 per night
10.0 (135 Reviews)
1 Bedroom 2 Guests
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (61 Reviews)
1 Bedroom 2 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (51 Reviews)
2 Bedrooms 4 Guests
Walk to Water Hot Tub & Game Room
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10.0 (1 Review)
5 Bedrooms 10 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (41 Reviews)
2 Bedrooms 5 Guests
3000 Sq Ft Home with Hot Tub
FromCA $1,401 per night
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10.0 (1 Review)
3 Bedrooms 8 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (37 Reviews)
2 Bedrooms 6 Guests
3 Bicycles Provided! Cape Cod Cottage w/Deck
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10.0 (1 Review)
3 Bedrooms 6 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (28 Reviews)
2 Bedrooms 4 Guests
Minutes to Private Association
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10.0 (1 Review)
4 Bedrooms 8 Guests
The Breeze on Minister's Pond
10.0 (26 Reviews)
1 Bedroom 2 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (23 Reviews)
2 Bedrooms 7 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (20 Reviews)
2 Bedrooms 5 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (20 Reviews)
1 Bedroom 2 Guests
Cape Cod Sunscape. Orleans
FromCA $1,148 per night
10.0 (17 Reviews)
2 Bedrooms 6 Guests
Cape Cod Cottage Retreat
FromCA $555 per night
10.0 (16 Reviews)
2 Bedrooms 4 Guests
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 (25 Reviews)
2 Bedrooms 4 Guests
Minutes to Oceanside Beaches
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9.8 (13 Reviews)
3 Bedrooms 6 Guests
The Seagrove Suites & Guest Rooms
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9.2 (128 Reviews)
1 Bedroom 2 Guests
1940s Cottage Stunner Large Studio w/loft feel dog friendly
9.8 (23 Reviews)
1 Bedroom 3 Guests
The Tranquil Heron Cottage
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9.8 (5 Reviews)
3 Bedrooms 6 Guests
Eagle Wing Inn - Cape Cod
FromCA $468 per night
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9.8 (441 Reviews)
1 Bedroom 2 Guests
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 Reviews)
2 Bedrooms 5 Guests
Inn at the Oaks
FromCA $548 per night
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9.7 (36 Reviews)
13 Bedrooms 31 Guests
Olde Tavern Motel And Inn
FromCA $386 per night
9.4 (253 Reviews)
1 Bedroom 2 Guests
Castaway Cottage on the bay~Dog Friendly Too!
9.8 (16 Reviews)
2 Bedrooms 5 Guests
4 Bedroom Home by Leavetown Vacations
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
🐚The Bay Cottage on Thumpertown Beach
9.8 (13 Reviews)
2 Bedrooms 4 Guests
Bike to Nauset Beach or Walk to Mill Pond
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9.5 (11 Reviews)
3 Bedrooms 6 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests
Beach & Golf Hub w/All-Season Sunroom in Cape Cod
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9.5 (2 Reviews)
5 Bedrooms 9 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
Beachfront on Cape Cod Bay in Eastham! (1039)
9.6 (24 Reviews)
2 Bedrooms 6 Guests
Perfect Relaxation Spot 5 min to Beach
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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
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9.3 (3 Reviews)
3 Bedrooms 6 Guests
Steps to Skaket Beach
FromCA $1,266 per night
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9.0 (3 Reviews)
4 Bedrooms 8 Guests
🐳 The Whale Song - Dog-Friendly Studio
9.6 (14 Reviews)
1 Bedroom 2 Guests
Gray Gables
FromCA $941 per night
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9.0 (3 Reviews)
4 Bedrooms 6 Guests

About First Encounter Beach Vacation Rentals

There are more than 975 incredible getaway rentals that are available in First Encounter Beach. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in First Encounter Beach.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in First Encounter Beach, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in First Encounter Beach. Places to stay near First Encounter Beach are 1162 ft² on average, with prices averaging CA $877 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in First Encounter Beach. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Frequently Asked Questions About First Encounter Beach?

What are the top hotels or resorts in First Encounter Beach?

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

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 975 in the First Encounter Beach area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in First Encounter Beach. 

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Rental Villas and Private Getaways in Eastham, Massachusetts 660
Pleasant Point Rental Villas and Private Getaways in Eastham, Massachusetts 705
West Brewster Rental Villas and Private Getaways in Eastham, Massachusetts 575
Sea Pines Rental Villas and Private Getaways in Eastham, Massachusetts 750