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Combsberry – Private Waterfront Estate - Image 1
Combsberry – Private Waterfront Estate - Image 2
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Oxford, Maryland

Combsberry – Private Waterfront Estate

5 bedrooms6 beds4 baths10 guests

Escape to Combsberry — a 1730 waterfront estate surrounded by golden fall foliage and crisp Chesapeake Bay breezes. Perfect for family gatherings, couples’ retreats, or pet-friendly escapes, this 5BR property blends historic charm with modern comfort. Enjoy a pool, gourmet kitchen, and 30 acres of private shoreline near St. Michaels, Easton and Downtown Oxford.

Talbot County Licensure: STRN-25-43

Combsberry is where history meets luxury. Original 18th-century architecture blends seamlessly with modern comforts across 5 elegantly appointed bedrooms, each designed for ultimate relaxation. Gather in the gourmet kitchen for hearty fall meals, sip fresh-brewed coffee at the waterfront, or unwind in the private pool before cozying up under the stars. Enjoy peaceful walks among autumn leaves, spot migratory birds along Island Creek, and warm up with evenings by the fire. Just minutes from St. Michaels, Easton and downtown Oxford, you’ll find farm-to-table dining, oyster festivals, and charming shops to explore.

What you'll love:

  • Unmatched Privacy: 30 acres of waterfront seclusion with no neighbors in sight.
  • Historic Elegance: Stay in a meticulously restored 1730 estate brimming with original details.
  • Luxury Comforts: 5 spacious bedrooms, gourmet kitchen, coffee bar, and a pool.
  • Pet-Friendly Retreat: Bring your four-legged family member along for the adventure.
  • Seasonal Charm: Stunning fall foliage, cozy fireplaces, and tranquil waterfront views.

Curated by Flaneur, this experience is designed in the spirit of slow travel — where comfort is intentional, beauty surrounds you, and every moment is yours to truly savor. Your peace and privacy are our priorities, but we're always here to enhance your experience. From insider tips on local gems to ensuring every comfort, consider Flaneur as your waterfront hosts.

Professional caretakers maintain and live on the estate year-round, ensuring your stay is private, seamless, and unforgettable. They live in additional buildings on property, and your privacy is their utmost concern.
Pets welcome with a $200 per pet non-refundable fee. Starter paper goods provided; please bring any additional supplies you may need.

Property License: STRN-25-43

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 13, 2026$595Not Available3
Nov 14, 2026$595Not Available3
Nov 15, 2026$595Not Available3
Nov 16, 2026$595Not Available3
Nov 17, 2026$595Not Available3
Nov 18, 2026$595Not Available3
Nov 19, 2026$595Not Available3
Nov 20, 2026$595Not Available3
Nov 21, 2026$595Available3
Nov 22, 2026$775Available3
Nov 23, 2026$775Available3
Nov 24, 2026$775Not Available3
Nov 25, 2026$775Not Available3
Nov 26, 2026$775Not Available3
Nov 27, 2026$775Not Available3
Nov 28, 2026$775Not Available3
Nov 29, 2026$675Available3
Nov 30, 2026$675Available3
Dec 1, 2026$575Available3
Dec 2, 2026$575Available3
Dec 3, 2026$575Available3
Dec 4, 2026$575Available3
Dec 5, 2026$575Available3
Dec 6, 2026$575Available3
Dec 7, 2026$575Available3
Dec 8, 2026$575Available3
Dec 9, 2026$575Available3
Dec 10, 2026$575Available3
Dec 11, 2026$575Available3
Dec 12, 2026$575Available3
Dec 13, 2026$575Available3
Dec 14, 2026$575Available3
Dec 15, 2026$575Available3
Dec 16, 2026$575Available3
Dec 17, 2026$575Available3
Dec 18, 2026$575Available3
Dec 19, 2026$575Available3
Dec 20, 2026$675Not Available3
Dec 21, 2026$675Not Available3
Dec 22, 2026$675Not Available3
Dec 23, 2026$675Not Available3
Dec 24, 2026$675Not Available3
Dec 25, 2026$675Not Available3
Dec 26, 2026$675Not Available3
Dec 27, 2026$675Not Available3
Dec 28, 2026$575Available3
Dec 29, 2026$575Available3
Dec 30, 2026$575Available3
Dec 31, 2026$575Available3
Jan 1, 2027$575Available3
Jan 2, 2027$575Available3
Jan 3, 2027$575Available3
Jan 4, 2027$575Available3
Jan 5, 2027$575Available3
Jan 6, 2027$575Available3
Jan 7, 2027$575Available3
Jan 8, 2027$575Available3
Jan 9, 2027$575Available3
Jan 10, 2027$575Available3
Jan 11, 2027$575Available3
Jan 12, 2027$575Available3
Jan 13, 2027$575Available3
Jan 14, 2027$575Available3
Jan 15, 2027$575Available3
Jan 16, 2027$575Available3
Jan 17, 2027$575Available3
Jan 18, 2027$575Available3
Jan 19, 2027$575Available3
Jan 20, 2027$575Available3
Jan 21, 2027$575Available3
Jan 22, 2027$575Available3
Jan 23, 2027$575Available3
Jan 24, 2027$575Available3
Jan 25, 2027$575Available3
Jan 26, 2027$575Available3
Jan 27, 2027$575Available3
Jan 28, 2027$575Available3
Jan 29, 2027$575Available3
Jan 30, 2027$575Available3
Jan 31, 2027$575Available3
Feb 1, 2027$575Available3
Feb 2, 2027$575Available3
Feb 3, 2027$575Available3
Feb 4, 2027$575Available3
Feb 5, 2027$575Available3
Feb 6, 2027$575Available3
Feb 7, 2027$575Available3
Feb 8, 2027$575Available3
Feb 9, 2027$575Available3
Feb 10, 2027$575Available3
Feb 11, 2027$575Available3
Feb 12, 2027$575Available3
Feb 13, 2027$575Available3
Feb 14, 2027$575Available3
Feb 15, 2027$575Available3
Feb 16, 2027$575Available3
Feb 17, 2027$575Available3
Feb 18, 2027$575Available3
Feb 19, 2027$575Available3
Feb 20, 2027$575Available3
Feb 21, 2027$575Available3
Feb 22, 2027$575Available3
Feb 23, 2027$575Available3
Feb 24, 2027$575Available3
Feb 25, 2027$575Available3
Feb 26, 2027$575Available3
Feb 27, 2027$575Available3
Feb 28, 2027$575Available3
Mar 1, 2027$575Available3
Mar 2, 2027$575Available3
Mar 3, 2027$575Available3
Mar 4, 2027$575Available3
Mar 5, 2027$575Available3
Mar 6, 2027$575Available3
Mar 7, 2027$575Available3
Mar 8, 2027$575Available3
Mar 9, 2027$575Available3
Mar 10, 2027$575Available3
Mar 11, 2027$575Available3
Mar 12, 2027$575Available3
Mar 13, 2027$575Available3
Mar 14, 2027$575Available3
Mar 15, 2027$575Available3
Mar 16, 2027$575Available3
Mar 17, 2027$575Available3
Mar 18, 2027$575Available3
Mar 19, 2027$575Available3
Mar 20, 2027$575Available3
Mar 21, 2027$575Available3
Mar 22, 2027$575Available3
Mar 23, 2027$575Available3
Mar 24, 2027$575Available3
Mar 25, 2027$575Available3
Mar 26, 2027$575Available3
Mar 27, 2027$575Available3
Mar 28, 2027$575Available3
Mar 29, 2027$575Available3
Mar 30, 2027$575Available3
Mar 31, 2027$575Available3
Apr 1, 2027$675Available3
Apr 2, 2027$675Available3
Apr 3, 2027$675Available3
Apr 4, 2027$675Available3
Apr 5, 2027$675Available3
Apr 6, 2027$675Available3
Apr 7, 2027$675Available3
Apr 8, 2027$675Available3
Apr 9, 2027$675Available3
Apr 10, 2027$675Available3
Apr 11, 2027$675Available3
Apr 12, 2027$675Available3
Apr 13, 2027$675Available3
Apr 14, 2027$675Available3
Apr 15, 2027$675Available3
Apr 16, 2027$675Available3
Apr 17, 2027$675Available3
Apr 18, 2027$675Available3
Apr 19, 2027$675Available3
Apr 20, 2027$675Available3
Apr 21, 2027$675Available3
Apr 22, 2027$675Available3
Apr 23, 2027$675Available3
Apr 24, 2027$675Available3
Apr 25, 2027$675Available3
Apr 26, 2027$675Available3
Apr 27, 2027$675Available3
Apr 28, 2027$675Available3
Apr 29, 2027$675Available3
Apr 30, 2027$675Available3
May 1, 2027$775Available3
May 2, 2027$775Available3
May 3, 2027$775Available3
May 4, 2027$775Available3
May 5, 2027$775Available3
May 6, 2027$775Available3
May 7, 2027$775Available3
May 8, 2027$775Available3
May 9, 2027$775Available3
May 10, 2027$775Available3
May 11, 2027$775Available3
May 12, 2027$775Available3
May 13, 2027$775Available3
May 14, 2027$775Available3
May 15, 2027$775Available3
May 16, 2027$775Available3
May 17, 2027$775Available3
May 18, 2027$775Available3
May 19, 2027$775Available3
May 20, 2027$775Available3
May 21, 2027$775Available3
May 22, 2027$775Available3
May 23, 2027$775Available3
May 24, 2027$775Available3
May 25, 2027$775Available3
May 26, 2027$775Available3
May 27, 2027$775Available3
May 28, 2027$775Available3
May 29, 2027$775Available3
May 30, 2027$775Available3
May 31, 2027$775Available3
Jun 1, 2027$775Available3
Jun 2, 2027$775Available3
Jun 3, 2027$775Available3
Jun 4, 2027$775Not Available3
Jun 5, 2027$775Not Available3
Jun 6, 2027$775Not Available3
Jun 7, 2027$775Available3
Jun 8, 2027$775Available3
Jun 9, 2027$775Available3
Jun 10, 2027$775Available3
Jun 11, 2027$775Available3
Jun 12, 2027$775Available3
Jun 13, 2027$775Available3
Jun 14, 2027$775Available3
Jun 15, 2027$775Available3
Jun 16, 2027$775Available3
Jun 17, 2027$775Available3
Jun 18, 2027$775Available3
Jun 19, 2027$775Available3
Jun 20, 2027$975Available3
Jun 21, 2027$975Available3
Jun 22, 2027$975Available3
Jun 23, 2027$975Available3
Jun 24, 2027$975Available3
Jun 25, 2027$975Available3
Jun 26, 2027$1,000Available3
Jun 27, 2027$1,000Available3
Jun 28, 2027$1,000Available3
Jun 29, 2027$1,000Available3
Jun 30, 2027$1,000Available3
Jul 1, 2027$1,000Available3
Jul 2, 2027$1,000Available3
Jul 3, 2027$1,000Available3
Jul 4, 2027$1,000Available3
Jul 5, 2027$1,000Available3
Jul 6, 2027$1,000Available3
Jul 7, 2027$1,000Available3
Jul 8, 2027$1,000Available3
Jul 9, 2027$1,000Available3
Jul 10, 2027$1,000Available3
Jul 11, 2027$1,000Available3
Jul 12, 2027$1,000Available3
Jul 13, 2027$1,000Available3
Jul 14, 2027$1,000Available3
Jul 15, 2027$1,000Available3
Jul 16, 2027$1,000Available3
Jul 17, 2027$1,000Available3
Jul 18, 2027$1,000Available3
Jul 19, 2027$1,000Available3
Jul 20, 2027$1,000Available3
Jul 21, 2027$1,000Available3
Jul 22, 2027$1,000Available3
Jul 23, 2027$1,000Available3
Jul 24, 2027$1,000Available3
Jul 25, 2027$1,000Available3
Jul 26, 2027$1,000Available3
Jul 27, 2027$1,000Available3
Jul 28, 2027$1,000Available3
Jul 29, 2027$1,000Available3
Jul 30, 2027$1,000Available3
Jul 31, 2027$1,000Available3
Aug 1, 2027$1,000Available3
Aug 2, 2027$1,000Available3
Aug 3, 2027$1,000Available3
Aug 4, 2027$1,000Available3
Aug 5, 2027$1,000Available3
Aug 6, 2027$1,000Available3
Aug 7, 2027$1,000Available3
Aug 8, 2027$1,000Available3
Aug 9, 2027$1,000Available3
Aug 10, 2027$1,000Available3
Aug 11, 2027$1,000Available3
Aug 12, 2027$1,000Available3
Aug 13, 2027$1,000Available3
Aug 14, 2027$1,000Available3
Aug 15, 2027$1,000Available3
Aug 16, 2027$1,000Available3
Aug 17, 2027$1,000Available3
Aug 18, 2027$1,000Available3
Aug 19, 2027$1,000Available3
Aug 20, 2027$1,000Available3
Aug 21, 2027$1,000Available3
Aug 22, 2027$1,000Available3
Aug 23, 2027$1,000Available3
Aug 24, 2027$1,000Available3
Aug 25, 2027$1,000Available3
Aug 26, 2027$1,000Available3
Aug 27, 2027$1,000Available3
Aug 28, 2027$1,000Available3
Aug 29, 2027$1,000Available3
Aug 30, 2027$1,000Available3
Aug 31, 2027$1,000Available3
Sep 1, 2027$975Available3
Sep 2, 2027$975Available3
Sep 3, 2027$975Available3
Sep 4, 2027$975Available3
Sep 5, 2027$975Available3
Sep 6, 2027$975Available3
Sep 7, 2027$975Available3
Sep 8, 2027$975Available3
Sep 9, 2027$975Available3
Sep 10, 2027$975Available3
Sep 11, 2027$975Available3
Sep 12, 2027$975Available3
Sep 13, 2027$975Available3
Sep 14, 2027$975Available3
Sep 15, 2027$975Available3
Sep 16, 2027$975Available3
Sep 17, 2027$975Available3
Sep 18, 2027$975Available3
Sep 19, 2027$975Available3
Sep 20, 2027$975Available3
Sep 21, 2027$975Available3
Sep 22, 2027$975Available3
Sep 23, 2027$975Available3
Sep 24, 2027$975Available3
Sep 25, 2027$975Available3
Sep 26, 2027$975Available3
Sep 27, 2027$975Available3
Sep 28, 2027$975Available3
Sep 29, 2027$975Available3
Sep 30, 2027$975Available3
Oct 1, 2027$975Available3
Oct 2, 2027$975Available3
Oct 3, 2027$975Available3
Oct 4, 2027$975Available3
Oct 5, 2027$975Available3
Oct 6, 2027$975Available3
Oct 7, 2027$975Available3
Oct 8, 2027$975Available3
Oct 9, 2027$975Available3
Oct 10, 2027$975Available3
Oct 11, 2027$975Available3
Oct 12, 2027$975Available3
Oct 13, 2027$975Available3
Oct 14, 2027$975Available3
Oct 15, 2027$975Available3
Oct 16, 2027$975Available3
Oct 17, 2027$975Available3
Oct 18, 2027$975Available3
Oct 19, 2027$975Available3
Oct 20, 2027$975Available3
Oct 21, 2027$975Available3
Oct 22, 2027$975Available3
Oct 23, 2027$975Available3
Oct 24, 2027$975Available3
Oct 25, 2027$975Available3
Oct 26, 2027$975Available3
Oct 27, 2027$975Available3
Oct 28, 2027$975Available3
Oct 29, 2027$975Available3
Oct 30, 2027$975Available3
Oct 31, 2027$975Available3
Nov 1, 2027$975Available3
Nov 2, 2027$975Available3
Nov 3, 2027$975Available3
Nov 4, 2027$975Available3
Nov 5, 2027$975Available3
Nov 6, 2027$975Available3
Nov 7, 2027$975Available3
Nov 8, 2027$975Available3
Nov 9, 2027$975Available3
Nov 10, 2027$975Available3
Nov 11, 2027$975Available3
Nov 12, 2027$975Available3
Nov 13, 2027$975Available3
Nov 14, 2027$975Available3
Nov 15, 2027$975Available3
Nov 16, 2027$975Available3
Nov 17, 2027$975Available3
Nov 18, 2027$975Available3
Nov 19, 2027$975Available3
Nov 20, 2027$975Available3
Nov 21, 2027$975Available3
Nov 22, 2027$975Available3
Nov 23, 2027$975Available3
Nov 24, 2027$975Available3
Nov 25, 2027$975Available3
Nov 26, 2027$975Available3
Nov 27, 2027$975Available3
Nov 28, 2027$975Available3
Nov 29, 2027$975Available3
Nov 30, 2027$975Available3
Dec 1, 2027$975Available3
Dec 2, 2027$975Available3
Dec 3, 2027$975Available3
Dec 4, 2027$975Available3
Dec 5, 2027$975Available3
Dec 6, 2027$975Available3
Dec 7, 2027$975Available3
Dec 8, 2027$975Available3
Dec 9, 2027$975Available3
Dec 10, 2027$975Available3
Dec 11, 2027$975Available3
Dec 12, 2027$975Available3
Dec 13, 2027$975Available3
Dec 14, 2027$975Available3
Dec 15, 2027$975Available3
Dec 16, 2027$975Available3
Dec 17, 2027$975Available3
Dec 18, 2027$975Available3
Dec 19, 2027$975Available3
Dec 20, 2027$975Available3
Dec 21, 2027$975Available3
Dec 22, 2027$975Available3
Dec 23, 2027$975Available3
Dec 24, 2027$975Available3
Dec 25, 2027$975Available3
Dec 26, 2027$975Available3
Dec 27, 2027$975Available3
Dec 28, 2027$975Available3
Dec 29, 2027$975Available3
Dec 30, 2027$975Available3
Dec 31, 2027$975Not Available3
Jan 1, 2028$975Not Available3
Jan 2, 2028$975Not Available3
Jan 3, 2028$975Not Available3
Jan 4, 2028$975Not Available3
Jan 5, 2028$975Not Available3
Jan 6, 2028$975Not Available3
Jan 7, 2028$975Not Available3
Jan 8, 2028$975Not Available3
Jan 9, 2028$975Not Available3
Jan 10, 2028$975Not Available3
Jan 11, 2028$975Not Available3
Jan 12, 2028$975Not Available3
Jan 13, 2028$975Not Available3
Jan 14, 2028$975Not Available3
Jan 15, 2028$975Not Available3
Jan 16, 2028$975Not Available3
Jan 17, 2028$975Not Available3
Jan 18, 2028$975Not Available3
Jan 19, 2028$975Not Available3
Jan 20, 2028$975Not Available3
Jan 21, 2028$975Not Available3
Jan 22, 2028$975Not Available3
Jan 23, 2028$975Not Available3
Jan 24, 2028$975Not Available3
Jan 25, 2028$975Not Available3
Jan 26, 2028$975Not Available3
Jan 27, 2028$975Not Available3
Jan 28, 2028$975Not Available3
Jan 29, 2028$975Not Available3
Jan 30, 2028$975Not Available3
Jan 31, 2028$975Available3
Feb 1, 2028$975Available3
Feb 2, 2028$975Available3
Feb 3, 2028$975Available3
Feb 4, 2028$975Available3
Feb 5, 2028$975Available3
Feb 6, 2028$975Available3
Feb 7, 2028$975Available3
Feb 8, 2028$975Available3
Feb 9, 2028$975Available3
Feb 10, 2028$975Available3
Feb 11, 2028$975Available3
Feb 12, 2028$975Not Available3
Feb 13, 2028$975Not Available3
Feb 14, 2028$975Not Available3
Feb 15, 2028$975Not Available3
Feb 16, 2028$975Not Available3
Feb 17, 2028$975Not Available3
Feb 18, 2028$975Not Available3
Feb 19, 2028$975Not Available3
Feb 20, 2028$975Not Available3
Feb 21, 2028$975Not Available3
Feb 22, 2028$975Not Available3
Feb 23, 2028$975Not Available3
Feb 24, 2028$975Not Available3
Feb 25, 2028$975Not Available3
Feb 26, 2028$975Not Available3
Feb 27, 2028$975Not Available3
Feb 28, 2028$975Not Available3
Feb 29, 2028$975Not Available3
Mar 1, 2028$975Not Available3
Mar 2, 2028$975Not Available3
Mar 3, 2028$975Not Available3
Mar 4, 2028$975Not Available3
Mar 5, 2028$975Not Available3
Mar 6, 2028$975Not Available3
Mar 7, 2028$975Not Available3
Mar 8, 2028$975Not Available3
Mar 9, 2028$975Not Available3
Mar 10, 2028$975Not Available3
Mar 11, 2028$975Not Available3
Mar 12, 2028$975Not Available3
Mar 13, 2028$975Not Available3
Mar 14, 2028$975Not Available3
Mar 15, 2028$975Not Available3
Mar 16, 2028$975Not Available3
Mar 17, 2028$975Not Available3
Mar 18, 2028$975Not Available3
Mar 19, 2028$975Not Available3
Mar 20, 2028$975Not Available3
Mar 21, 2028$975Not Available3
Mar 22, 2028$975Not Available3
Mar 23, 2028$975Not Available3
Mar 24, 2028$975Not Available3
Mar 25, 2028$975Not Available3
Mar 26, 2028$975Not Available3
Mar 27, 2028$975Not Available3
Mar 28, 2028$975Not Available3
Mar 29, 2028$975Not Available3
Mar 30, 2028$975Not Available3
Mar 31, 2028$975Not Available3
Apr 1, 2028$975Not Available3
Apr 2, 2028$975Not Available3
Apr 3, 2028$975Not Available3
Apr 4, 2028$975Not Available3
Apr 5, 2028$975Not Available3
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Apr 12, 2028$975Not Available3
Apr 13, 2028$975Not Available3
Apr 14, 2028$975Not Available3
Apr 15, 2028$975Not Available3
Apr 16, 2028$975Not Available3
Apr 17, 2028$975Not Available3
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Apr 29, 2028$975Not Available3
Apr 30, 2028$975Not Available3
May 1, 2028$975Not Available3
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May 13, 2028$975Not Available3
May 14, 2028$975Not Available3
May 15, 2028$975Not Available3
May 16, 2028$975Not Available3

What this home offers

Pool outdoor
BBQ Area
Air conditioning
Bathtub
Bed linens

Where you’ll be

Oxford, Maryland, 21654, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 10 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.