Photo by Patricia Knorr

Caroline County beach rentals

We found 33 beach rentals — enter your dates for availability

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November 2025

December 2025

Explore Caroline County beach rentals

Showing deals for: 18 Feb - 21 Feb

Aerial view of the resort-style amenities - private pool, 8-person hot tub, putting green, covered porch and walkways to the lake

Premier Host

Lake Anna Waterfront Retreat, Pool & Private Beach, Family-Friendly, Sleeps 16+

Sleeps 25 · 5 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$2,597 per night

includes taxes & fees

Premier Host

Wine Down: Your Southern-Style Waterfront Getaway on Lake Anna's Private Side

Sleeps 22 · 7 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$2,018 per night

includes taxes & fees

Premier Host

Exquisite Waterfront Sunsets, Private Pool, Perfect Getaway!

Sleeps 20 · 5 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$3,651 per night

includes taxes & fees

Baja Deck with umbrella- sit in pool on plastic adirondack chairs and read!

Premier Host

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Sleeps 10 · 5 bedrooms · 3+ bathrooms

for 3 nights, 1 home

NZ$1,933 per night

includes taxes & fees

Lakefront Adventure House with Private Dock & WiFi - Dog-Friendly

Sleeps 12 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$795 per night

includes taxes & fees

Premier Host

Lake Front Views 🔹 Boathouse 🔹 FirePit🔹 Private Beach 🔹 Theater Room

Sleeps 20 · 6 bedrooms · 5+ bathrooms

for 3 nights, 1 home

NZ$1,282 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Explore Caroline County beach rentals

Lake Anna Waterfront Retreat, Pool & Private Beach, Family-Friendly, Sleeps 16+

Wine Down: Your Southern-Style Waterfront Getaway on Lake Anna's Private Side

Exquisite Waterfront Sunsets, Private Pool, Perfect Getaway!

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

Lakefront Adventure House with Private Dock & WiFi - Dog-Friendly

Lake Front Views 🔹 Boathouse 🔹 FirePit🔹 Private Beach 🔹 Theater Room

Find spaces that suit your style

Beach Rentals in Caroline County

Holiday Rental options in Caroline County