Annapolis Eastport Retreat

$ 1,391 per night

Annapolis

Annapolis,

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Entire home |

Entire home

Villa|

Villa

15 Guests

| 7 Bedrooms|

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Listing Description

Welcome to The Eastport Retreat! Located in Eastport Annapolis, minutes from downtown and the Naval Academy, this 7 bedroom and 5.5 bathroom home is perfect for families, friend groups, Naval Academy alumni, sailors/boaters, and many more.

Your “Eastport Retreat” amenities begin with a front and outdoor patio with rocking chairs, lounge chairs, a dining table, a stone fireplace, and a grill area, perfect for entertaining. Inside is a wet bar, 2 large living areas with Smart TV, couches, sound system and a game room with wine coolers. Each room is fully equipped with everything you need for your trip.

We hope you enjoy your stay!

Room Description:
Bedroom 1: King – Ensuite Bathroom (double sink)
Bedroom 2 and 3 King – bedrooms share a hall full Bathroom
Bedroom 4 : King – Ensuite Bathroom
Bedroom 5: Queen/Twin Daybed – shares a Bathroom with bedroom 6 Queen
Bedroom 7: Queen and adjacent bathroom off game room

Price Info

Price per night: $ 1,391

Price per weekend (Friday and Saturday) : $ 1,391

Cleaning Fee: $ 500 Single Fee

Minimum no of nights: 3

Security deposit: $ 500

Period

Price per night

Price per night (7d+)

Price per night (30d+)

Minimum nights of booking

Extra price per guest

Price in weekends

Booking starts only on

Booking starts/ends only on

From 01-04-26 To 31-05-26

$ 2,247

All

From 01-08-26 To 30-09-26

$ 2,247

All

Period

From 01-04-26 To 31-05-26

Price per night

$ 2,247

Price per night (7d+)

Price per night (30d+)

Minimum nights of booking

Extra price per guest

Price in weekends

$ 2,247

Booking starts only on

All

Booking starts/ends only on

All

Period

From 01-08-26 To 30-09-26

Price per night

$ 2,247

Price per night (7d+)

Price per night (30d+)

Minimum nights of booking

Extra price per guest

Price in weekends

$ 2,247

Booking starts only on

All

Booking starts/ends only on

All

Sleeping Situation

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 Queen Bed

1 Single

Bedroom 6

1 Queen Bed

Bedroom 7

1 Queen Bed

Address

Address: Exact location information is provided after a booking is confirmed.

City: Annapolis

County: United States

Zip: 31405

Country: United States

Details

Property ID: 30695

Property Size: 6,000 ft²

Rooms: 7

Bedrooms: 7

Bathrooms: 5.5

Check-in Hour: 4:00 PM

Check-Out Hour: 10:00AM

Features

Other Features

Accept credit card

Accessible 24/7

Air conditioning

Bathroom and laundry

BBQ gas

Bed linen

Blender

Blow dryer

Carbon monoxide detector

Ceiling fans

Central heating

Children welcome

Clothes dryer

Coffee machine

Cooking utensils

Dishwasher

Downtown

Electric heating

Essentials

Fire extinguisher

Fireplace

Floor heating

General heating

Grill

Housekeeper optional

Internet wireless

Iron and board

Kitchen stove

Kitchenette

Laundry service optional

Low allergen environment

Microwave

Oven

Parking

Parking on street

Pets not allowed

Private porch

Refrigerator

Shower

Smoke detector

Spices

Stereo system

Suitable for elderly or infirm

Suitable for events

Towel set

TV satellite

Vacuum cleaner

Washing machine

Water purifier

Wheelchair inaccessible

Terms and Conditions

Smoking Allowed

Pets Allowed

Party Allowed

Children Allowed

Cancellation PolicyFirm: Full refund, 30 days prior to arrival

Availability

January 2026

M	T	W	T	F	S	S
	1 $ 1,391	2 $ 1,391	3 $ 1,391	4 $ 1,391
5 $ 1,391	6 $ 1,391	7 $ 1,391	8 $ 1,391	9 $ 1,391	10 $ 1,391	11 $ 1,391
12 $ 1,391	13 $ 1,391	14 $ 1,391	15 $ 1,391	16 $ 1,391	17 $ 1,391	18 $ 1,391
19 $ 1,391	20 $ 1,391	21 $ 1,391	22 $ 1,391	23 $ 1,391	24 $ 1,391	25 $ 1,391 3
26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

February 2026

M	T	W	T	F	S	S
	1 $ 1,391 3
2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3
9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3
16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3
23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3

March 2026

M	T	W	T	F	S	S
	1 $ 1,391 3
2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3
9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3
16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3
23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3
30 $ 1,391 3	31 $ 1,391 3

April 2026

M	T	W	T	F	S	S
	1 $ 2,247 5	2 $ 2,247 5	3 $ 2,247 5	4 $ 2,247 5	5 $ 2,247 5
6 $ 2,247 5	7 $ 2,247 5	8 $ 2,247 5	9 $ 2,247 5	10 $ 2,247 5	11 $ 2,247 5	12 $ 2,247 5
13 $ 2,247 5	14 $ 2,247 5	15 $ 2,247 5	16 $ 2,247 5	17 $ 2,247 5	18 $ 2,247 5	19 $ 2,247 5
20 $ 2,247 5	21 $ 2,247 5	22 $ 2,247 5	23 $ 2,247 5	24 $ 2,247 5	25 $ 2,247 5	26 $ 2,247 5
27 $ 2,247 5	28 $ 2,247 5	29 $ 2,247 5	30 $ 2,247 5

May 2026

M	T	W	T	F	S	S
	1 $ 2,247 5	2 $ 2,247 5	3 $ 2,247 5
4 $ 2,247 5	5 $ 2,247 5	6 $ 2,247 5	7 $ 2,247 5	8 $ 2,247 5	9 $ 2,247 5	10 $ 2,247 5
11 $ 2,247 5	12 $ 2,247 5	13 $ 2,247 5	14 $ 2,247 5	15 $ 2,247 5	16 $ 2,247 5	17 $ 2,247 5
18 $ 2,247 5	19 $ 2,247 5	20 $ 2,247 5	21 $ 2,247 5	22 $ 2,247 5	23 $ 2,247 5	24 $ 2,247 5
25 $ 2,247 5	26 $ 2,247 5	27 $ 2,247 5	28 $ 2,247 5	29 $ 2,247 5	30 $ 2,247 5	31 $ 2,247 5

June 2026

M	T	W	T	F	S	S
1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3
8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3
15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3
22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3
29 $ 1,391 3	30 $ 1,391 3

July 2026

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3
6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3
13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3
20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3
27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

August 2026

M	T	W	T	F	S	S
	1 $ 2,247 5	2 $ 2,247 5
3 $ 2,247 5	4 $ 2,247 5	5 $ 2,247 5	6 $ 2,247 5	7 $ 2,247 5	8 $ 2,247 5	9 $ 2,247 5
10 $ 2,247 5	11 $ 2,247 5	12 $ 2,247 5	13 $ 2,247 5	14 $ 2,247 5	15 $ 2,247 5	16 $ 2,247 5
17 $ 2,247 5	18 $ 2,247 5	19 $ 2,247 5	20 $ 2,247 5	21 $ 2,247 5	22 $ 2,247 5	23 $ 2,247 5
24 $ 2,247 5	25 $ 2,247 5	26 $ 2,247 5	27 $ 2,247 5	28 $ 2,247 5	29 $ 2,247 5	30 $ 2,247 5
31 $ 2,247 5

September 2026

M	T	W	T	F	S	S
	1 $ 2,247 5	2 $ 2,247 5	3 $ 2,247 5	4 $ 2,247 5	5 $ 2,247 5	6 $ 2,247 5
7 $ 2,247 5	8 $ 2,247 5	9 $ 2,247 5	10 $ 2,247 5	11 $ 2,247 5	12 $ 2,247 5	13 $ 2,247 5
14 $ 2,247 5	15 $ 2,247 5	16 $ 2,247 5	17 $ 2,247 5	18 $ 2,247 5	19 $ 2,247 5	20 $ 2,247 5
21 $ 2,247 5	22 $ 2,247 5	23 $ 2,247 5	24 $ 2,247 5	25 $ 2,247 5	26 $ 2,247 5	27 $ 2,247 5
28 $ 2,247 5	29 $ 2,247 5	30 $ 2,247 5

October 2026

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3
5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3
12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3
19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3
26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

November 2026

M	T	W	T	F	S	S
	1 $ 1,391 3
2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3
9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3
16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3
23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3
30 $ 1,391 3

December 2026

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3
7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3
14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3
21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3
28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

January 2027

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3
4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3
11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3
18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3
25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

February 2027

M	T	W	T	F	S	S
1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3
8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3
15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3
22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3

March 2027

M	T	W	T	F	S	S
1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3
8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3
15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3
22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3
29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

April 2027

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3
5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3
12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3
19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3
26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3

May 2027

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3
3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3
10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3
17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3
24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3
31 $ 1,391 3

June 2027

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3
7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3
14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3
21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3
28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3

July 2027

M	T	W	T	F	S	S
	1 $ 1,391 3	2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3
5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3	9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3
12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3	16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3
19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3	23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3
26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3	30 $ 1,391 3	31 $ 1,391 3

August 2027

M	T	W	T	F	S	S
	1 $ 1,391 3
2 $ 1,391 3	3 $ 1,391 3	4 $ 1,391 3	5 $ 1,391 3	6 $ 1,391 3	7 $ 1,391 3	8 $ 1,391 3
9 $ 1,391 3	10 $ 1,391 3	11 $ 1,391 3	12 $ 1,391 3	13 $ 1,391 3	14 $ 1,391 3	15 $ 1,391 3
16 $ 1,391 3	17 $ 1,391 3	18 $ 1,391 3	19 $ 1,391 3	20 $ 1,391 3	21 $ 1,391 3	22 $ 1,391 3
23 $ 1,391 3	24 $ 1,391 3	25 $ 1,391 3	26 $ 1,391 3	27 $ 1,391 3	28 $ 1,391 3	29 $ 1,391 3
30 $ 1,391 3	31 $ 1,391 3

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Guests

Adults

Ages 13 or above

Children

Ages 2 to 12

Infants

Under 2 years

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Annapolis Eastport Retreat

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