Annapolis Holiday Rentals from AU$129: Search Short-Term Rentals

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

Relax by Russian River, spacious 6-bedroom retreat : This holiday home rental outside of Annapolis is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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Our top choices for Annapolis holiday rentals

A rustic wooden house with a porch, wooden steps, and a sign that reads "QUILT".

1. Rendezvous Mendocino

Gualala

Tracey

includes taxes & fees

19 Nov - 20 Nov

A single-story cabin with a small porch, situated on a hillside overlooking a body of water and mountains.

2. The Ranch at Lake Sonoma

Geyserville

Evelyn

includes taxes & fees

24 Oct - 25 Oct

A modern kitchen with a dining area, large windows, and a view of the beach.

3. Point Arena Lighthouse

Point Arena

Richard

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, a nightstand, a lamp, and a window.

4. Serene Coastal Retreat Clark's Cove - Holiday Home

Jenner

includes taxes & fees

16 Nov - 17 Nov

A spacious room with a stone wall, a fireplace, wicker furniture, and large windows overlooking the sea.

5. Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

Gualala

David D.

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a fireplace, large windows offering ocean views, and a dining area with a view of the sea.

6. Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

Gualala

Steve P.

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, two nightstands, a window with blinds, and a wooden floor.

7. Epic Mendocino Ocean Views, 5BR, Tesla Charger

Anchor Bay

Theodore

includes taxes & fees

2 Nov - 3 Nov

Two wooden Adirondack chairs with striped cushions on a gravel surface, overlooking a lush green landscape with trees and a view of a distant field.

8. Enchanting Creekside Retreat: Your Downtown Oasis

Hopland

Chuck R.

includes taxes & fees

26 Oct - 27 Oct

A hot tub on a wooden deck with a view of a forested area.

9. Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

Guerneville

Sherri

includes taxes & fees

26 Oct - 27 Oct

A wooden interior with a dining area, a bench, and a mirror on the wall.

10. Cozy Riverfront Cabin - Beach Access & Wood Stove

Guerneville

Jehanne H.

includes taxes & fees

25 Oct - 26 Oct

A hot tub surrounded by trees with a view of a lake and hills in the background.

11. 2BR Estuary Views | Spa | Easy Ocean/River Access

Jenner

Dana H.

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a high ceiling, large windows offering a forest view, a ceiling fan, and a cozy seating area with a sofa and armchair.

12. Beautiful Large Home w Game Room on Private Acreage

Gualala

"Located on a lovely property in the woods near Gualala, Maria's home was a clean and spacious place for our family of five to spend five days exploring the Mendocino coast. Maria communicated clearly and responded promptly whenever we had any questions.The house was well-stocked with everything we needed. There was a storm when we arrived but the house was automatically operating on back-up generator power, and with consistent WiFi, several smart TVs, and a ping-pong table downstairs, we were...

Jonathan B.

includes taxes & fees

24 Oct - 25 Oct

A camper with a fire pit and two chairs.

13. Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California

Geyserville

includes taxes & fees

25 Oct - 26 Oct

A modern building with a metal exterior, a wooden door, and a small window on the side.

14. Country Carriage House in Downtown Geyserville, Vineyard Views

Geyserville

Gina I.

includes taxes & fees

4 Nov - 5 Nov

A view from a window overlooking a grassy area with a white fence, a rocky coastline, and the ocean.

15. Point Arena Lighthouse - Keeper's Room

Point Arena

includes taxes & fees

4 Nov - 5 Nov

A two-story cabin with a front porch, wooden steps, and a large tree nearby.

16. Tranquil Redwood Retreat

Guerneville

Alex A.

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with wicker chairs and a glass table.

17. The Tiny Tipsy Turtle

Guerneville

ANTHONY B.

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a covered porch and a gravel driveway.

18. Enchanting Retreat in the heart of Redwoods

Guerneville

Josie B.

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a large bed, a view of the outside, and a wall with a topographic design.

19. Point Arena Lighthouse - Bookkeeper's Room

Point Arena

Scarlette G.

includes taxes & fees

4 Nov - 5 Nov

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Top Annapolis Hotel Reviews

Casa Secoya

10/10 Excellent

"We loved the location and how peaceful the property was. The staff was wonderful, rooms were well maintained and we will definitely be going back!"

Wharf Master's Inn

10/10 Excellent

"This has been a highlight of our trip down the coast. It was a beautiful place to stop along our trip! The morning views from the balcony were spectacular! We enjoyed the light breakfast and the staff was very helpful! It was fun walking around the ocean and the pier. The restaurant below was an added bonus."

Boho Manor

10/10 Excellent

"My husband and I spent our anniversary weekend here. Our goal was to be close to nature with a nice clean room to sleep in. The room was clean. The outdoor garden / terrace was serene. Access to kayaking and the forest was a huge plus. Property is kept with the understanding the house is beneath trees and there will be leaves / dust. Staff were very pleasant. Decor and food were ok. Overall, we left happy."

Timber Cove Resort

10/10 Excellent

"Timber Cove is an exceptional property. The staff is super friendly and helpful. A big thank you to Luna who was so lovely and kind. The grounds are so well kept and the views are truly magical. Definitely dine at Coast Kitchen which offered delicious food in a cozy and inviting setting. Our stay here was a highlight of our 10 day trip and we will absolutely be back!"

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, 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 favourite 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 depend 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 AU$129 per night. Entering your travel dates in the search wizard might find you 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.

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?

Relax by Russian River, spacious 6-bedroom retreat: This holiday home rental outside of Annapolis is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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 Black Point Beach and Gualala Point Regional 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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Check prices for these dates

Our top choices for Annapolis holiday rentals

1. Rendezvous Mendocino

2. The Ranch at Lake Sonoma

3. Point Arena Lighthouse

4. Serene Coastal Retreat Clark's Cove - Holiday Home

5. Pet-Friendly Designer Oceanfront 3B House with King Beds & Hot Tub & Outdoor Kit

6. Pet-friendly Oceanfront Retreat w/King Beds & Hot Tub!

7. Epic Mendocino Ocean Views, 5BR, Tesla Charger

8. Enchanting Creekside Retreat: Your Downtown Oasis

9. Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK

10. Cozy Riverfront Cabin - Beach Access & Wood Stove

11. 2BR Estuary Views | Spa | Easy Ocean/River Access

12. Beautiful Large Home w Game Room on Private Acreage

13. Vintage Shasta Camper with Relaxing Fire Pit Escape on Geyserville, California

14. Country Carriage House in Downtown Geyserville, Vineyard Views

15. Point Arena Lighthouse - Keeper's Room

16. Tranquil Redwood Retreat

17. The Tiny Tipsy Turtle

18. Enchanting Retreat in the heart of Redwoods

19. Point Arena Lighthouse - Bookkeeper's Room

Find holiday rentals that suit your style

Top Annapolis Hotel Reviews

Casa Secoya

Cottages on River Road

Johnson's Beach

Wharf Master's Inn

Cloverdale Wine Country Inn & Suites

Highland Dell Lodge

Boho Manor

Timber Cove Resort

AutoCamp Sonoma

Find out more about Annapolis

Frequently asked questions

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