Holiday Rentals Annapolis from £68: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Annapolis has to offer?

Point Arena Lighthouse : This holiday home rental outside of Annapolis is located by the ocean, and has a private garden, a selection of games and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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Our top choices for Annapolis holiday rentals

Quilt Studio | Premium bedding, individually decorated, individually furnished

Rendezvous Mendocino

Gualala

Kae

includes taxes & fees

25 Jun - 26 Jun

The Ranch at Lake Sonoma

Geyserville

Evelyn

includes taxes & fees

1 Jul - 2 Jul

Premier House, 2 Bedrooms, Patio, Ocean View (Pet Friendly) | Beach/ocean view

Point Arena Lighthouse

Point Arena

Robert

includes taxes & fees

8 Jul - 9 Jul

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Top Annapolis Hotel Reviews

Casa Secoya

8/10 Good

"Room and bathroom were clean, but room is too small for two double beds. If one has to spend more than one night to sleep (which we did), it is not comfortable or welcoming."

Surrey Resort

10/10 Excellent

"I’ve stayed at Surrey Resort twice now and each time has been an exceptional stay. The location is right outside of downtown and walkable so you can just leave your car parked during your stay. Parking is easy with no issue finding a spot. Check in is easy while being informative as you’re staying in a tent and not a room in typical hotel. The staff walked me to my tent to make sure I knew where I was staying which was helpful. The layout is easy to remember and navigate. The tent is more than just a tent. There’s flooring and you can stand easily. There’s a bed (or beds depending on which tent you choose.) The details are thought out. When I stepped into the tent I found a flashlight provided which came in handy since I didn’t bring my own. There’s electricity which is great to have while you’re camping. Gym, pool and hot tub are a huge plus. Surrey Resort makes camping easy and fun. Glamping is taken to the maximum level here. The only quirky experience during my most recent stay was almost walking right into a skunk, but that was my fault because I wasn’t using a flashlight while walking in the dark to my tent. Also a skunk briefly came into my tent, but that was also my fault because I did not properly close my tent door. The skunk heard me and immediately exited the tent, though and did not come any further once it realized I was present. So the two incidents are at no fault to Surrey Resort, just nature and me being naive to being outdoors! I will stay again."

Dawn Ranch

10/10 Excellent

"I had such a wonderful stay at Dawn Ranch! I booked this trip as a solo birthday getaway, and it exceeded my expectations. The property is absolutely beautiful, peaceful, and surrounded by towering redwoods that make you feel completely immersed in nature. My room was cozy, clean, and had a private deck where I enjoyed my morning coffee while listening to the birds. The pool was a great place to relax, and the entire property was well maintained. The staff was friendly and welcoming, The location is perfect, with easy access to the Russian River, Armstrong Redwoods, and nearby cafés and restaurants. It was the perfect place to disconnect, unwind, and recharge."

Find out more about Annapolis

Everything you need to know about Annapolis holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annapolis holiday rentals we have selected for you start as low as £68 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Jenner

Frequently asked questions

Can I find holiday rentals in Annapolis?

Yes, there are holiday rentals close to the most popular sights in Annapolis, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Annapolis has to offer?

Point Arena Lighthouse: This holiday home rental outside of Annapolis is located by the ocean, and has a private garden, a selection of games and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What’s there to see and do in Annapolis?

While you're exploring the area, Gualala River and Pebble Beach are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Gualala Point Regional Park and Salt Point State Park.

What’s a holiday rental in Annapolis like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annapolis. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.

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