First Encounter Beach Villa Rentals

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

Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (62 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
FromAU $476 per night
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10.0 (97 Reviews)
1 Bedroom 2 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (54 Reviews)
2 Bedrooms 4 Guests
Seaside Retreat w Private Beach Landing
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
The Parsonage Inn
FromAU $350 per night
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9.8 (35 Reviews)
1 Bedroom 2 Guests
The Parsonage
FromAU $548 per night
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10.0 (4 Reviews)
10 Bedrooms 22 Guests
The Inn at the Oaks
FromAU $381 per night
9.2 (324 Reviews)
1 Bedroom 2 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (41 Reviews)
2 Bedrooms 5 Guests
4-5 Min to Mill Pond or Nauset Beach
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10.0 (2 Reviews)
4 Bedrooms 9 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (38 Reviews)
2 Bedrooms 6 Guests
Beach Getaway with Private Backyard
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10.0 (2 Reviews)
4 Bedrooms 10 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (28 Reviews)
2 Bedrooms 4 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (25 Reviews)
2 Bedrooms 7 Guests
Dog Friend Waterfront Home
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (24 Reviews)
1 Bedroom 2 Guests
Waterfront Fun at this Huge Family Estate
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10.0 (1 Review)
11 Bedrooms 23 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (21 Reviews)
2 Bedrooms 5 Guests
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
Cape Cod Sunscape. Orleans
FromAU $1,319 per night
10.0 (17 Reviews)
2 Bedrooms 6 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Cape Cod Cottage Retreat
FromAU $526 per night
10.0 (17 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
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
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
Vintage 1940s Cottage Near Beaches & Trails
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
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 First Encounter Beach Vacation Rentals

There are more than 964 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 1160.61 ft² on average, with prices averaging AU $878 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?

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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 964 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 731