Vacation rentals in Annapolis - HomeToGo base64Hash

Vacation rentals in Annapolis - HomeToGo

Vacation rentals in Annapolis

Find 1,396 available house rentals from 14 partners

Price per night
- Up to $100
- $100 - $199
- From $200
Accommodation types
- Condo
- House
- Apartment
Distance to center
- 1 km
- 2 km
- 5 km
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
Services
- Pool
- WiFi
- TV
- Parking
- Air conditioning
- Kitchen
- Balcony/patio
- Washing machine
- Fireplace
- Hot tub
- Dishwasher
- Microwave
- Yard
- Crib
Show more
Accommodation type
- Pet-friendly
- No smoking
- Wheelchair access
- No pets
Activities
- Fishing
- Grill

Top 15 Recommended vacation rentals in Annapolis

Find your perfect vacation rental in Annapolis from just $107 per night!

Vacation rentals and apartments with air conditioning

Vacation houses with Balconies or Patios

Vacation rentals with a balcony

Best Vacation Home Deals in Annapolis

Save up to 51%

Choose a welcoming rental from $107 per night by searching through the 1,396 properties featured in Annapolis. Using HomeToGo you can instantaneously compare the prices of each available property to discover the best price and save up to 51%.

Budget-friendly Vacation Rentals in Annapolis

Find Fantastic yet Inexpensive Offers

Top-Rated Rentals and Accommodations in Annapolis

Book Vacation Rental Offers with the Highest User Rating

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Popular Rental Amenities in Annapolis

Pet-friendly (490)
Pool (210)
WiFi (1,332)
TV (1,273)
Parking (90)
Air conditioning (1,371)
Kitchen (1,000)
Balcony/patio (476)
Washing machine (714)
Fireplace (516)
Fishing (313)
Hot tub (79)

In Annapolis, there are many options if you want to book a an accommodation that allows pets. Hotel room are the most pet-friendly accommodation type in Annapolis. Additionally, a night in a pet-friendly accommodation there is, on average, $538. You can also search for pet-friendly rentals that are centrally located. In Annapolis, One-third of the accommodations vacation rentals less than 2 miles away from the city center.

Waterfront Vacation Rentals in Annapolis

Want to find the perfect beachfront rental in Annapolis?

Apply the 'distance to water' filter during your search and discover the best waterfront homes for your vacation. You can choose from a variety of vacation homes in Annapolis that are located only a short distance from the ocean. From pet-friendly homes by the beach to waterfront rentals with jacuzzis, the perfect accommodation in Annapolis is out there - book it today through HomeToGo.

Price and Availability Index in Annapolis

Click on any bar to see price and availability information

Vacation Rental Price Information in Annapolis

This graph displays the average prices of vacation rentals and apartments located in Annapolis. The week with the highest average prices is in May (5/17 – 5/24). During this week, a nightly price on average will be $658. Vacation rental prices go down to $585 per night in April (4/19 – 4/26).

Rental availability information in Annapolis

Have a look at the above graph to see the average availability of vacation rentals in Annapolis. The busiest time to book a rental in Annapolis so far is in April (4/4 – 4/11), where only 12% rentals are available. July (7/19 – 7/26) has got the highest percentage of available rentals.

Dive into the past with an Annapolis vacation rental

Whether they’re colonial cottages or modern condos, vacation rentals in Annapolis are close to the action of this historic yet bustling modern city. With all the comforts of home combined with exciting things to see and do, this scenic area of Maryland will have you returning again and again.

What are the best places to discover the arts and culture of Annapolis?

Art, history, and culture

From its earliest days, Annapolis has been known as the “Athens of America” for its cultural, social and intellectual activities. Your vacation rental in Annapolis will be close to many artistic and cultural offerings, such as Historic London Town and Gardens, where you can explore 23 acres of history, archeology, and beautiful flora.

Experience performances by the Annapolis Shakespeare Company, Ballet Theatre of Maryland, or the Annapolis Symphony Orchestra. If visual art is your cup of tea, there are 25 fine art galleries downtown alone, as well as the Elizabeth Myers Mitchell Gallery, a museum that is open daily and has free admission.

Where are the unique attractions in Annapolis?

Sailing and other excursions

Annapolis is known for its sailing and other water activities on the Chesapeake Bay, and there’s always something to see near the harbor, such as the US Naval Academy Museum. There are many tours in the area, on water and on land, including Colonial Tours of Annapolis, Pirate Adventures on the Chesapeake (great for kids), and Segs in the City.

Information about vacation rentals in Annapolis

🏡 Vacation rentals available	1,396 rentals
💳 Possible discounts	up to 51%
🌙 Nightly prices starting at	$107
⭐ Popular amenities	Pets allowed, Pool and Internet
🐾 Pet friendly homes	473 homes
🏊 Vacation rentals with pools	209 homes

116,956 reviews

Annapolis vacation rentals have an average rating of 4.7/5 on 116,956 reviews left by travelers.

Frequently Asked Questions

What is the typical nightly price for a vacation home in Annapolis?

The average accommodation in Annapolis is priced at $107 per night. $815 is the average nightly price for house rentals in Annapolis. Apartment rentals in Annapolis cost on average $419 per night.

How many vacation homes are available to book in Annapolis?

There are currently 1,396 vacation rentals in Annapolis to browse and book for your upcoming trip.

What amenities are most popular for vacation rentals in Annapolis?

Travelers look for Pool, Pets allowed, and Internet when booking a vacation rental in Annapolis.

How many vacation rentals with pools are there in Annapolis?

Browse 209 vacation rentals available in Annapolis.

Are pets allowed in vacation homes in Annapolis?

Absolutely, currently there are 473 vacation rentals in Annapolis that allow dogs and the average nightly price is $538.

What's the best time to travel to Annapolis?

If you are booking a vacation rental in Annapolis, consider that rainy season is usually in January or May, with September often being the driest.

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Vacation rentals in Annapolis

Price per night

Accommodation types

Distance to center

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 Recommended vacation rentals in Annapolis

Fully equipped vacation home with terrace, yard & BBQ | Lake view | Suitable for remote work | Dogs allowed

House with terrace

Vacation home with patio & garden | Nature view | Perfect for remote work

House with patio, yard & barbeque | City view

Family-oriented beautiful vacation home with hot tub, barbeque & patio | Perfect for remote work | Dogs allowed

Child-friendly charming house with yard, patio & grill | Perfect for remote work | Pet-friendly

House with yard, grill & terrace | Nature view | Perfect for remote work

Vacation home with BBQ, patio & yard | City view

Family-friendly house with grill & garden | Perfect for remote work | Dogs allowed

Fully equipped vacation home with private pool, patio & BBQ | Lake view

Family-friendly house with barbeque, terrace & garden | Suitable for remote work | Pet-friendly

Fully equipped house with patio & BBQ

House with terrace, yard & barbeque

House with 3 rooms for 6 persons

Vacation home with grill, terrace & garden | City view | Perfect for remote work

Vacation rentals and apartments with air conditioning

Family-oriented wonderful house with yard & barbeque | Pet-friendly

Fully equipped house with patio, grill & garden | City view | Pets are welcome

Family-oriented cottage with BBQ, yard & patio | City view | Good for workation | Dogs allowed

Vacation houses with Balconies or Patios

Vacation home with patio, barbecue & garden | City view

Vacation home with barbecue, terrace & yard | City view

House with terrace, grill & garden | Nature view | Perfect for remote work