Holiday Rentals in Annapolis

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Holiday Rentals in Annapolis

The Ranch at Lake Sonoma

1.0 star property
10.0 out of 10, Exceptional, (1)
"The location is fantastic, with a spectacular view on the lake if you choose a lakeview. A very genuine welcome from The Ranch team, with all detailed explanations, a map to help you to navigate around. For our first time going camping, we want definitely to come back there !"
The price is €58
includes taxes & fees
18 Aug - 19 Aug
The Ranch at Lake Sonoma

Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

10.0 out of 10, Exceptional, (392)
"Absolutely amazing definitely plan on going back"
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

Luxurious Large Home, Beautiful Pool, Extensive Gardens

9.8 out of 10, Exceptional, (153)
"The property is stunning, the house has everything you need, the kitchen was fully equipped with every gadget required for a gourmet meal. The pool was amazing to have, the hot tub was a killer, the outdoor space was stunning. All in all an incredible experience. The costs do start to add up with pool heating, dogs, etc. so make sure to read the listing in its entirety before committing. The host was very communicative and respectful. Highly recommend this stay! "
Luxurious Large Home, Beautiful Pool, Extensive Gardens

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (444)
"The house is lovely and perfecty located for us with our dog to enjoy walks on the beach! We especially loved the view (of course) and the garden area in the front. It was the perfect getaway location. We plan on making this a yearly stay. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Point Arena Lighthouse

3.0 star property
9.6 out of 10, Exceptional, (106)
"The 2 bedroom house was newly remodeled. Very comfortable. Our window overlooked the ocean, front and back and the lighthouse."
The price is €196
includes taxes & fees
16 Sept - 17 Sept
Point Arena Lighthouse

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (333)
"We enjoyed the lovely location, comfortable living spaces and fun decor even though the weather wasn’t perfect. Great place to relax."
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach

9.6 out of 10, Exceptional, (55)
"BEAUTIFUL VIEWS, QUIET AND PEACEFUL."
Oceanfront Studio with views of the Pacific Ocean & Direct Access to the Beach

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (388)
"Our third stay and first time booking three nights which seems to be the sweet spot for an extended weekend since you get two full days to relax along the coast. Already can't wait to book our next visit to this charming property!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

The Tiny Tipsy Turtle

2.0 star property
10.0 out of 10, Exceptional, (25)
"Love the location and all turtle theme"
The price is €215
includes taxes & fees
28 Aug - 29 Aug
The Tiny Tipsy Turtle

Gorgeous Esherick home with ocean views, hot tub, and trail to Black Point Beach

9.0 out of 10, Wonderful, (55)
"The property is comfy & spacious and has 2 enclosed areas which our dog loves. Also easy access to the bluffs and black-point beach."
Gorgeous Esherick home with ocean views, hot tub, and trail to Black Point Beach

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (6)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

Dog-friendly beach house with private hot tub, indoor pool, WiFi & ocean views

9.0 out of 10, Wonderful, (51)
"Excellent location with stunning ocean views. Ideal for family vacations."
Dog-friendly beach house with private hot tub, indoor pool, WiFi & ocean views

Dog-friendly home with private hot tub, ocean/meadow views & shared pools

9.6 out of 10, Exceptional, (118)
"I’ve stayed at sea ranch many times and was impressed by all aspects of this home. It’s modern, has a great location close to the walk-on beach, and the kitchen is equipped with everything you need for a gourmet meal. Five stars!"
Dog-friendly home with private hot tub, ocean/meadow views & shared pools

Oceanfront home with private hot tub, views, & close beach access

9.2 out of 10, Wonderful, (96)
"The view and sound of the ocean cannot be beat! House was very clean at check-in. The beds were very comfortable."
Oceanfront home with private hot tub, views, & close beach access

Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown

10.0 out of 10, Exceptional, (39)
"Very nice place to visit and close to our favorite winery "
The price is €416
includes taxes & fees
24 Aug - 25 Aug
Peaceful Redwood Hideaway - Hot Tub, A/C, Walk to Russian River and Downtown

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

10.0 out of 10, Exceptional, (149)
"Wonderful house and yard. Manager is excellent as well. We love staying here"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Stairway to Heaven with EV Charger

9.2 out of 10, Wonderful, (11)
"Beautiful location and property! Just know you are 10-15 minutes from anything really (stores, restaurants, beach). Apartment was clean and well stocked. Owner was responsive and shared farm fresh eggs. We loved the EV charging availability. "
The price is €244
includes taxes & fees
1 Sept - 2 Sept
Stairway to Heaven with EV Charger

~ Main House + 3 Guest Cottages ~ Hot Tub ~ Pool ~ EV Charger ~ Pet Friendly ~

9.8 out of 10, Exceptional, (35)
"The main house (2 bedroom/2 bath) and the 3 bungalows (each with a bed/bath) were perfect for the 5 couples in our group. We all loved our stay will go back! "
~ Main House + 3 Guest Cottages ~ Hot Tub ~ Pool ~ EV Charger ~ Pet Friendly ~

Rendezvous Mendocino

3.0 star property
9.0 out of 10, Wonderful, (6)
"Cute quaint property conveniently located. Very clean great owners very accommodating. Definitely staying again"
The price is €256
includes taxes & fees
20 Aug - 21 Aug
Rendezvous Mendocino

Panoramic Ocean Views, Hot Tub Under The Stars

9.8 out of 10, Exceptional, (89)
"Clean and comfortable with everything we needed... the perfect stay for the four of us. We also enjoyed seeing the deers, rabbits, and turkeys around the house. We had a great time and would definitely stay again! "
Panoramic Ocean Views, Hot Tub Under The Stars
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Annapolis Hotel Reviews

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 Black Point Beach and Sea Ranch Golf Links.

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.