
Holiday rentals near Captain Avery Museum
We found 1,022 holiday rentals — enter your dates for availability
If you'd like to stay close to Captain Avery Museum, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, including air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Captain Avery Museum
Showing deals for:19 Sept - 26 Sept
Image gallery for Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

1010 out of 10 rating
Exceptional
(86 reviews)
Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
Royal Oak, MD
8% off
Price is AU$26,574
AU$26,574
AU$3,796 per night
includes taxes & fees
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room

9.69.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is AU$12,629
AU$12,629
AU$1,804 per night
includes taxes & fees
Image gallery for Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok

1010 out of 10 rating
Exceptional
(5 reviews)
Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok
Annapolis, MD
12% off
Price is AU$10,556
AU$10,556
AU$1,508 per night
includes taxes & fees
Image gallery for Charming Home located minutes from the Naval Academy and Downtown Annapolis

9.89.8 out of 10 rating
Exceptional
(9 reviews)
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Annapolis, MD
8% off
Price is AU$6,615
AU$6,615
AU$945 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.

1010 out of 10 rating
Exceptional
(50 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is AU$9,156
AU$9,156
AU$1,308 per night
includes taxes & fees
Image gallery for St Michaels Retreat, Log Cabin, Family & Pet-Friendly

9.89.8 out of 10 rating
Exceptional
(6 reviews)
St Michaels Retreat, Log Cabin, Family & Pet-Friendly
St. Michaels, MD
16% off
Price is AU$9,478
AU$9,478
AU$1,354 per night
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!

9.89.8 out of 10 rating
Exceptional
(93 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
8% off
Price is AU$5,495
AU$5,495
AU$785 per night
includes taxes & fees
Image gallery for Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi

1010 out of 10 rating
Exceptional
(5 reviews)
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Shady Side, MD
8% off
Price is AU$14,263
AU$14,263
AU$2,038 per night
includes taxes & fees
Image gallery for West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

1010 out of 10 rating
Exceptional
(15 reviews)
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Annapolis, MD
11% off
Price is AU$3,115
AU$3,115
AU$445 per night
includes taxes & fees
Image gallery for Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

9.89.8 out of 10 rating
Exceptional
(14 reviews)
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
Annapolis, MD
8% off
Price is AU$7,437
AU$7,437
AU$1,062 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home

1010 out of 10 rating
Exceptional
(27 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is AU$11,464
AU$11,464
AU$1,638 per night
includes taxes & fees
Image gallery for Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

1010 out of 10 rating
Exceptional
(6 reviews)
Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
Huntingtown, MD
8% off
Price is AU$5,243
AU$5,243
AU$749 per night
includes taxes & fees
Image gallery for Modern Bay Dream

1010 out of 10 rating
Exceptional
(15 reviews)
Modern Bay Dream
Deale, MD
8% off
Price is AU$5,916
AU$5,916
AU$845 per night
includes taxes & fees
Image gallery for Charming 239-year-old former tavern 1 block to water & shops

1010 out of 10 rating
Exceptional
(9 reviews)
Charming 239-year-old former tavern 1 block to water & shops
Annapolis, MD
8% off
Price is AU$9,158
AU$9,158
AU$1,308 per night
includes taxes & fees
Image gallery for Gem in Downtown Annapolis, close to USNA, St. John's College

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Gem in Downtown Annapolis, close to USNA, St. John's College
Annapolis, MD
8% off
Price is AU$5,071
AU$5,071
AU$724 per night
includes taxes & fees
Image gallery for Beautiful Historic Home With Great Location!

1010 out of 10 rating
Exceptional
(124 reviews)
Beautiful Historic Home With Great Location!
Annapolis, MD
7% off
Price is AU$5,853
AU$5,853
AU$836 per night
includes taxes & fees
Image gallery for Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

1010 out of 10 rating
Exceptional
(139 reviews)
Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Sherwood, MD
10% off
Price is AU$3,782
AU$3,782
AU$540 per night
includes taxes & fees
Image gallery for Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis

9.29.2 out of 10 rating
Wonderful
(35 reviews)
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Annapolis, MD
8% off
Price is AU$2,435
AU$2,435
AU$348 per night
includes taxes & fees
Image gallery for Charming 4 Bdr Home Chesapeake Beach with 2 king bed, a queen and a captains bed

1010 out of 10 rating
Exceptional
(17 reviews)
Charming 4 Bdr Home Chesapeake Beach with 2 king bed, a queen and a captains bed
Chesapeake Beach, MD
8% off
Price is AU$6,620
AU$6,620
AU$946 per night
includes taxes & fees
Image gallery for Grandma's Summer House @ Beverly Beach

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Grandma's Summer House @ Beverly Beach
Edgewater, MD
7% off
Price is AU$3,671
AU$3,671
AU$524 per night
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet

9.69.6 out of 10 rating
Exceptional
(75 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
11% off
Price is AU$5,728
AU$5,728
AU$818 per night
includes taxes & fees
Image gallery for Enchanting West River Retreat

1010 out of 10 rating
Exceptional
(8 reviews)
Enchanting West River Retreat
West River, MD
7% off
Price is AU$5,084
AU$5,084
AU$726 per night
includes taxes & fees
Image gallery for Grandview - Main House

9.89.8 out of 10 rating
Exceptional
(44 reviews)
Grandview - Main House
Bozman, MD
25% off
Price is AU$6,210
AU$6,210
AU$887 per night
includes taxes & fees
Image gallery for Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

1010 out of 10 rating
Exceptional
(26 reviews)
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants
North Beach, MD
8% off
Price is AU$5,223
AU$5,223
AU$746 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Captain Avery Museum
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Sleeps 18 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Sleeps 11 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
209 reviews(209 reviews)
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Sleeps 16 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Sleeps 25 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
186 reviews(186 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
190 reviews(190 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value