Annapolis Vacation Rentals

Select your dates to find the best prices.

Check-in:
Check-out:
Guests
2 guests

Adults:

2

Children:

0

Ages of children:

List
Map

Best Annapolis Vacation Rentals

10.0

Good

(1 Reviews)

+ 27 photos

Anchors Aweigh Villa

180 Prince George St
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Air conditioning
Laundry
Fishing
Restaurant
No pets allowed
No smoking on site
Show more + Show less -

Anchors Aweigh Villa is located 7 minutes' walk from the undergraduate college "United States Naval Academy Museum" and 25 minutes' walk away from Annapolis Harbor. This venue has 4 bedrooms, 3 bathrooms, and a fully furnished kitchen with a microwave oven, a refrigerator, and kitchenware.

Popular points of interest near the property include the 18th-century Georgian mansion "William Paca Garden" and Main Street. The centre of Annapolis is about 1 km away. A 5-minute walk takes guests to the restaurant The Federal House Bar & Grille. You can get to Truxton Park in a few minutes by car. Baltimore airport is 45 km away from Anchors Aweigh Villa.

Price comparison

Average price 813 US$

Check booking site for details
From 813 US$
Check booking site for details
From 813 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.4

Good

(11 Reviews)

+ 17 photos

Cozy Downtown Apartment-Naval Academy Vicinity

21 Randall Street B
Amenities
Dryer
Cookware/ Kitchen utensils
Flat-screen TV
Show more + Show less -

Cozy Downtown Apartment-Naval Academy Vicinity Annapolis is a spacious venue set 900 metres from ARTFX Gallery of Fine Crafts and Arts and 2.1 km from Truxton Park. A microwave oven, a fridge, and kitchenware are also featured at a fully furnished kitchen.

Major Annapolis sights, such as Maryland State House and Historic Annapolis Museum and Store are located not far away. The centre of Annapolis is a 10-minute walk away. The quick bites Pip's Dock Street Dogs is approximately 200 metres away. You can get to Maryland World War II Memorial in a couple of minutes by car. Baltimore airport is located 45 km away while Saint Johns Street & College Avenue Far-side Northbound bus station is 550 metres from the accommodation.

Price comparison

Average price 263 US$

Check booking site for details
From 263 US$
Check booking site for details
From 263 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

+ 35 photos

Thomas Point Tranquility Villa

1505 Gordon Cove Dr.
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Air conditioning
Laundry
Fishing
Outdoor dining area
Restaurant
Outdoor swimming pool
Heated swimming pool
No pets allowed
No smoking on site
Show more + Show less -

Thomas Point Tranquility Villa is situated 7 km from Annapolis Harbor in Annapolis and offers accommodation with a fully-fitted kitchen. The venue is fitted with 5 bedrooms and 3 bathrooms.

The villa is 15 minutes' drive from Annapolis Yacht Basin. You can get to Thomas Point Park in a few minutes by car. This 279 m² property is 50 km from Baltimore airport.

Price comparison

Average price 509 US$

Check booking site for details
From 509 US$
Check booking site for details
From 509 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.2

Good

(11 Reviews)

+ 30 photos

Chic Condo With Balcony In The Heart Of Annapolis!

141 West Street, Annapolis, Md 21401, Us
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Cots
Show more + Show less -

The spacious Chic Condo With Balcony In The Heart Of Annapolis! is set within a 14-minute walk of the 18th-century Georgian mansion "William Paca Garden". There is also a fully equipped kitchen, fitted with a fridge, an oven, and a cooktop in the unit.

Quiet Waters Park can be reached by car in a couple of minutes, while the historic church "Banneker-Douglass Museum" is right by the property. It is located 4 km from Festival at Riva Shopping Center, very close to Mission Escape Rooms. A 5-minute walk takes guests to the restaurant Light House Bistro. The nearest airport is Baltimore airport, 40 km from this spacious apartment in Annapolis.

Price comparison

Average price 328 US$

Check booking site for details
From 328 US$
Check booking site for details
From 328 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.1

Good

(16 Reviews)

+ 40 photos

Annapolis Vacation Home 2 Mi To Quiet Waters Park

1022 Blackwell Rd
Amenities
Wi-Fi
On-site car park
Dryer
Cookware/ Kitchen utensils
No pets allowed
No smoking on site
Show more + Show less -

Annapolis Vacation Home 2 Mi To Quiet Waters Park is situated nearly a 25-minute walk from Annapolis Harbor in Annapolis and offers accommodation with a fully furnished kitchen. This villa has 4 bedrooms and 4 bathrooms.

Hogshead Sign Shop is approximately 10 minutes' drive away. Guests can get to Annapolis city centre in 30 minutes on foot. You can get to the historic house "William Paca Garden" in a few minutes by car. Annapolis Vacation Home 2 Mi To Quiet Waters Park offers an accommodation within 42 minutes by car from Baltimore airport.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.0

Good

(2 Reviews)

+ 31 photos

The Salty Crab Villa

57 Bay Drive
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Air conditioning
Laundry
Beach access
No pets allowed
No smoking on site
Show more + Show less -

The Salty Crab Villa is set 4.8 km from Annapolis Harbor and represents a 4-bedroom venue with a sunny patio. The property also comes with a fully furnished kitchen, which is equipped with a microwave, a fridge, and kitchenware.

Maryland Federation of Art is approximately 15 minutes' drive away. You can get to Annapolis Maritime Museum in a few minutes by car. The Salty Crab Villa offers a beachfront accommodation within 45 minutes by car from Baltimore airport.

Price comparison

Average price 891 US$

Check booking site for details
From 891 US$
Check booking site for details
From 891 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.6

Good

(7 Reviews)

+ 13 photos

Downtown Annapolis King George 1St Floor Hideaway Apartment

165 King George Street
Amenities
Free Wi-Fi
Off-site car park
Air conditioning
Flat-screen TV
VIP check-in/ -out
No pets allowed
No smoking on site
Show more + Show less -

Downtown Annapolis King George 1St Floor Hideaway Apartment, set next to The Kunta Kinte Alex Haley Memorial, is 40 km from Baltimore airport. Featuring a sunbathing terrace and a fully furnished kitchen, this venue is close to United States Naval Academy Museum and around 4.9 km from Ego Alley.

The accommodation is 25 minutes’ walk from Annapolis Harbor. The centre of Annapolis is about 1 km away from the apartment. Guests can try American dishes at McGarvey's Saloon & Oyster Bar, situated 450 metres away. Take a few minutes' cab ride to see Truxton Park. Saint Johns Street & College Avenue Far-side Northbound bus stop is 5 minutes' walk from the property.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

4.0

Good

(0 Reviews)

+ 22 photos

The Little House Villa

79 College Ave
Amenities
Wi-Fi
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Laundry
Restaurant
No pets allowed
No smoking on site
Show more + Show less -

The Little House Villa is set approximately 25 minutes' walk from Annapolis Harbor and represents a 2-bedroom venue with a patio. The accommodation also comes with a fully-fitted kitchen, which is equipped with a microwave oven, a fridge, and kitchenware.

The centre of Annapolis is nearly 1 km from the property. The Harwood Big Brice House is 6 minutes' walk away. Harry Browne's Restaurant includes American cuisine, situated 200 metres away. The Little House Villa is within a few steps of the things United States Naval Academy Museum and Chase Lloyd House. Baltimore airport is the nearest one and it is 45 km from this venue.

Price comparison

Average price 180 US$

Check booking site for details
From 180 US$
Check booking site for details
From 180 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

+ 22 photos

Adventure Annapolis Villa

732 Shore Drive
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Air conditioning
Laundry
Hiking
Cycling
Fishing
Restaurant
Beach access
Children's play area
Pets allowed
No smoking on site
Show more + Show less -

Adventure Annapolis Villa is situated 4.6 km from The Chesapeake Children's Interactive Museum in Annapolis and offers accommodation with a fully-fitted kitchen. This venue has 3 bedrooms and 3 bathrooms.

Annapolis Harbor is approximately 15 minutes' drive away. Such major Annapolis sights including Historic London Town and Gardens are also located nearby. This villa is also set close to London Town Publik House. You can get to the American United States Naval Academy Museum in a few minutes by car. Baltimore airport is based 45 km away.

Price comparison

Average price 411 US$

Check booking site for details
From 411 US$
Check booking site for details
From 411 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

7.6

Good

(5 Reviews)

+ 25 photos

Cozy 2Br Home W/ Parking In Downtown Annapolis

108 South Street
Amenities
Free Wi-Fi
Free parking
Dryer
Air conditioning
Flat-screen TV
Laundry
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Golf course
Bowling
Outdoor dining area
Coffee shop
Playpen
Cots
Board games
No pets allowed
24-hour reception
24-hour security
No smoking on site
Show more + Show less -

Located 6 minutes' stroll from U.S. Naval Academy, the 2-bedroom Cozy 2Br Home W/ Parking In Downtown Annapolis offers rooms with garden views. Guests, staying at this venue, can use a kitchen with a microwave, a fridge, and glassware to prepare home-cooked meals.

The accommodation is 1 km from the centre of Annapolis and in vicinity of the public maritime United States Naval Academy Museum. Annapolis Yacht Basin in Annapolis is a 12-minute walk away. Cafe Normandie can be found about 450 metres away and it serves French dishes. The villa offers easy access to the preserved 1774 Hammond-Harwood House located nearby. Baltimore airport is around a 38-minute drive away, and the property lies within 450 metres of Saint Johns Street & College Avenue Far-side Northbound bus station.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

10.0

Good

(2 Reviews)

+ 38 photos

The Pearl Of Oyster Harbor Villa

Amenities
Wi-Fi
Cookware/ Kitchen utensils
Outdoor dining area
Show more + Show less -

The Pearl Of Oyster Harbor Villa is a pleasant venue approximately 6 km from The Kunta Kinte Alex Haley Memorial. The pleasant accommodation is also fitted with 3 bedrooms and includes a fully equipped kitchen with a microwave oven, a refrigerator, and kitchenware.

Little Brice House is approximately 15 minutes' drive away. You can get to St. Anne's Episcopal Church in a few minutes by car. The nearest airport is Baltimore, about 45 km away.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.7

Good

(9 Reviews)

+ 31 photos

Vintage Charm: Annapolis Retreat Villa

3 Hill Street
Amenities
Free Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Outdoor dining area
Cots
No pets allowed
No smoking on site
Show more + Show less -

At Vintage Charm : Annapolis Retreat Villa you'll be within just an 18-minute stroll of Navy-Marine Corps Memorial Stadium and close to First Baptist Church. There is a fully-fitted kitchen with a microwave, a fridge, and kitchenware while 2 bathrooms are included as well.

The venue is 10 minutes' drive from Annapolis Landing Marina. The centre of Annapolis is about 1 km away. Guests can enjoy Italian snacks and meals in Carpaccio Tuscan Kitchen located 450 metres away. The accommodation offers proximity to Mission Escape Rooms. Baltimore airport is a 35-minute drive away from Vintage Charm : Annapolis Retreat Villa.

Price comparison

Average price 365 US$

Check booking site for details
From 365 US$
Check booking site for details
From 365 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.8

Good

(9 Reviews)

+ 12 photos

Annapolis Escape Steps To Harbor Backs To Gate 1 Villa

126 Prince George Street #2
Amenities
Free Wi-Fi
Free parking
Air conditioning
Flat-screen TV
Pets allowed
No smoking on site
Show more + Show less -

Annapolis Escape Steps To Harbor Backs To Gate 1 Villa is located 12 minutes' walk from Annapolis Yacht Basin and 25 minutes' walk away from Annapolis Harbor. This venue has 1 bedroom, 1 bathroom, and a fully furnished kitchen with a fridge and an oven.

Popular points of interest near the accommodation include the public maritime United States Naval Academy Museum and Maryland State House. The centre of Annapolis is about 1 km away. The quick bites Big Cheese is located 150 metres away. You can get to Ego Alley in a few minutes by car. The nearest airport is Baltimore, 45 km from Annapolis Escape Steps To Harbor Backs To Gate 1 Villa.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.7

Good

(4 Reviews)

+ 48 photos

* Midcentury Modern Getaway * Prime Location * Villa

54 Cornhill Street
Amenities
Dryer
Electric kettle
Cookware/ Kitchen utensils
Flat-screen TV
Cots
Show more + Show less -

This * Midcentury Modern Getaway * Prime Location * Villa is located not far from Maryland State House. Overlooking the courtyard, the accommodation features a fully-fitted kitchen with a microwave, a fridge, and kitchenware.

The venue is placed only 7 minutes' walk from ARTFX Gallery of Fine Crafts and Arts and around 1.9 km away from Annapolis Harbor. Guests can reach the centre of Annapolis within 5 minutes' walk. Offering Italian meals, Osteria 177 is around 200 metres away. The proximity to Chase Lloyd House is a perk for those staying at * Midcentury Modern Getaway * Prime Location * Villa. Baltimore airport is around a 38-minute drive away, and the property lies within 250 metres of Church Circle & School Street bus station.

Price comparison

Average price 222 US$

Check booking site for details
From 222 US$
Check booking site for details
From 222 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.8

Good

(13 Reviews)

+ 13 photos

Spectacular Location Two Bedroom State Circle Apartment

94 State Circle
Amenities
Free Wi-Fi
Car park
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
No pets allowed
No smoking on site
Show more + Show less -

Spectacular Location Two Bedroom State Circle Apartment is a spacious venue set 350 metres from Annapolis Historic District and 2.1 km from Annapolis Harbor. The accommodation consists of a fully-fitted kitchen, 2 bedrooms and is situated near the American United States Naval Academy Museum.

This spacious property lies within 5 minutes' walk of the centre of Annapolis. Guests can enjoy French cuisine in Cafe Normandie located 250 metres away. Truxton City Park is within a short car ride and Hammond-Harwood House is close too. The nearest airport is Baltimore, about 45 km from Spectacular Location Two Bedroom State Circle Apartment.

Price comparison

Average price 350 US$

Check booking site for details
From 350 US$
Check booking site for details
From 350 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.3

Good

(55 Reviews)

+ 9 photos

Gaia House Villa

102 Louis Drive
Amenities
Wi-Fi
Free parking
Dryer
Air conditioning
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Pets allowed
No smoking on site
Show more + Show less -

Gaia House Villa is located 14 minutes' walk from Redeemer Anglican Church and 5 minutes' walk away from Capitol Church of Christ. This venue has 2 bedrooms, 1 bathroom, and a full kitchen with a microwave oven, a fridge, and glassware.

The centre of Annapolis is nearly 3 km from the accommodation. The pizzeria Ledo Pizza is around 650 metres away. You can get to the preserved 1774 Hammond-Harwood House in a few minutes by car. The nearest airport is Baltimore, 40 km from Gaia House Villa.

Price comparison

Average price 137 US$

Check booking site for details
From 137 US$
Check booking site for details
From 137 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

+ 48 photos

Waterside With It All

Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Outdoor dining area
Show more + Show less -

Waterside With It All Villa is situated about 10 minutes' drive from Mission Escape Rooms in Annapolis and offers accommodation with an equipped kitchenette. Guests can indulge in a Jacuzzi and a sauna offered on the premises.

Maryland Federation of Art is approximately 10 minutes' drive away. The centre of Annapolis is 5 km away from the venue. You can get to Thurgood Marshall Memorial in a few minutes by car. Waterside With It All Villa offers an accommodation within 47 minutes by car from Baltimore airport.

Price comparison

Average price 1472 US$

Check booking site for details
From 1472 US$
Check booking site for details
From 1472 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.0

Good

(1 Reviews)

+ 20 photos

Usna Getaway Apartment

Amenities
Wi-Fi
Cookware/ Kitchen utensils
Show more + Show less -

Situated 1.1 km from Annapolis Harbor, Usna Getaway Apartment provides accommodation with Wi-Fi throughout the venue. The property also has a fully equipped kitchen, fitted with a fridge, an oven, and kitchenware.

This venue lies within 15 minutes' walk of the centre of Annapolis. The Kunta Kinte Alex Haley Memorial is roughly 1.2 km away. The bar Blackwall Hitch Annapolis is located 300 metres away. You can get to the things United States Naval Academy Museum in a couple of minutes by car. Usna Getaway Apartment is a 38-minute drive from Baltimore airport.

Price comparison

Check booking site for details
Check booking site for details
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.8

Good

(5 Reviews)

+ 10 photos

Downtown Annapolis King George 3Rd Floor Hideaway Apartment

165 King George Street
Amenities
Free Wi-Fi
Handicap parking
Air conditioning
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
No pets allowed
No smoking on site
Show more + Show less -

Downtown Annapolis King George 3Rd Floor Hideaway Apartment, set next to The Kunta Kinte Alex Haley Memorial, is 40 km from Baltimore airport. The venue includes a full kitchen with a microwave and a fridge.

This accommodation is within 5 minutes' walk of the preserved 1774 Hammond-Harwood House, and about 500 metres from Historic Annapolis Museum and Store. It is located 1 km from the centre of Annapolis. Middleton Tavern offers American specialities, 400 metres away from the apartment. Maryland State House is also nearby. Saint Johns Street & College Avenue Far-side Northbound bus stop is a 5-minute walk away.

Price comparison

Average price 248 US$

Check booking site for details
From 248 US$
Check booking site for details
From 248 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

+ 61 photos

Annapolis Bay Ridge Retreat Villa

190 W Lake Dr
Amenities
Wi-Fi
Dryer
Cookware/ Kitchen utensils
Air conditioning
Laundry
No pets allowed
No smoking on site
Show more + Show less -

Annapolis Bay Ridge Retreat Villa is situated 4.1 km from Paddle or Pedal in Annapolis and offers accommodation with a fully-fitted kitchen. The venue has 5 bedrooms and 4 bathrooms.

The centre of Annapolis is nearly 5 km from the villa. The public maritime United States Naval Academy Museum is a 10-minute car ride away. You can get to the blooming William Paca Garden in a few minutes by car. This 645 m² property is 45 km from Baltimore airport.

Price comparison

Average price 994 US$

Check booking site for details
From 994 US$
Check booking site for details
From 994 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

10.0

Good

(7 Reviews)

+ 32 photos

Neptune By The Water

1172 Neptune Place
Amenities
Wi-Fi
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Cots
Board games
Pets allowed
No smoking on site
Show more + Show less -

Neptune By The Water Villa offers an accommodation within 37 minutes by car from Baltimore airport. This venue has 5 bedrooms, 2 bathrooms, and a fully furnished kitchen with a microwave, a refrigerator, and kitchenware.

Maryland World War II Memorial is approximately 10 minutes away by car, while Chesapeake Bay Bridge is 3.8 km from the villa. You can get to Broadneck Peninsula Trail in a few minutes by car.

Price comparison

Average price 321 US$

Check booking site for details
From 321 US$
Check booking site for details
From 321 US$
View more prices

Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.