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Top Holiday Rentals in Annapolis

The Inn at the Tides

2.5 star property
9.4 out of 10, Exceptional, (1451)
"Very nice stay. "
The price is £227
includes taxes & fees
12 Aug - 13 Aug
The Inn at the Tides

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

3.0 star property
8.4 out of 10, Very good, (2026)
"Super clean, quiet and such a cute hotel. "
The price is £95
includes taxes & fees
24 Aug - 25 Aug
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

Holiday Inn Windsor Wine Country by IHG

3.0 star property
9.0 out of 10, Wonderful, (1045)
"Beautiful place"
The price is £91
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 star property
9.2 out of 10, Wonderful, (1080)
"Very nice area to spend a night to test for a road trip."
The price is £101
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Bodega Coast Inn And Suites

2.0 star property
8.2 out of 10, Very good, (270)
"Very nice place to stay. Very clean and the room is as nice. "
The price is £177
includes taxes & fees
18 Aug - 19 Aug
Bodega Coast Inn And Suites

Hampton Inn & Suites Santa Rosa Sonoma Wine Country

2.5 star property
9.6 out of 10, Exceptional, (361)
"Great stay"
The price is £121
includes taxes & fees
6 Aug - 7 Aug
Hampton Inn & Suites Santa Rosa Sonoma Wine Country

The Lodge at Healdsburg, Tapestry Collection by Hilton

3.5 star property
9.0 out of 10, Wonderful, (302)
"This place was so great, "
The price is £138
includes taxes & fees
25 Aug - 26 Aug
The Lodge at Healdsburg, Tapestry Collection by Hilton

Timber Cove Resort

2.5 star property
9.2 out of 10, Wonderful, (260)
"Trails winding along the coastline make the most of Timber Cove’s amazing setting. The onsite restaurant, Coast Kitchen, is excellent. "
The price is £254
includes taxes & fees
24 Aug - 25 Aug
Timber Cove Resort

The Occidental Lodge

3.0 star property
8.8 out of 10, Excellent, (612)
"A wonderful place in a great town!!!! "
The price is £105
includes taxes & fees
4 Aug - 5 Aug
The Occidental Lodge

Montage Healdsburg

5.0 star property
9.6 out of 10, Exceptional, (101)
"Very romantic, great balconies with fire pits and they have an amazing Spa! 5stars!"
The price is £803
includes taxes & fees
20 Aug - 21 Aug
Montage Healdsburg

Holiday Inn Express Santa Rosa North by IHG

2.5 star property
8.4 out of 10, Very good, (372)
"The staff was very friendly and accommodating."
The price is £114
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn Express Santa Rosa North by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Great property, the rooms were wonderful and the complimentary breakfast was excellent! "
The price is £112
includes taxes & fees
20 Aug - 21 Aug
Hampton Inn & Suites Windsor - Sonoma Wine Country

Surrey Resort

2.5 star property
8.6 out of 10, Excellent, (89)
"Tents and pool were great! The bathroom situation was meh"
The price is £170
includes taxes & fees
17 Aug - 18 Aug
Surrey Resort

Hilton Garden Inn Sonoma County Airport

3.0 star property
9.2 out of 10, Wonderful, (933)
"It was a great stay!"
The price is £111
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Sonoma County Airport

Best Western Plus Wine Country Inn & Suites

2.5 star property
7.8 out of 10, Good, (1005)
"Convenience for everyone involved. Will definitely stay again "
The price is £106
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus Wine Country Inn & Suites

Hotel Trio Healdsburg

3.0 star property
9.4 out of 10, Exceptional, (812)
"Very nice hotel run very professionally that’s a beautiful walk through a lea to downtown. The breakfasts and service were first rate."
The price is £155
includes taxes & fees
5 Aug - 6 Aug
Hotel Trio Healdsburg

Best Western Dry Creek Inn

3.0 star property
7.8 out of 10, Good, (1018)
"Quiet, pretty and centrally located"
The price is £121
includes taxes & fees
30 Jul - 31 Jul
Best Western Dry Creek Inn

Park Inn by Radisson, Santa Rosa South

2.0 star property
6.6 out of 10, (1012)
"Great quiet."
The price is £60
includes taxes & fees
6 Aug - 7 Aug
Park Inn by Radisson, Santa Rosa South

Vinarosa Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (753)
"Friendly, welcoming, lovely location"
Vinarosa Resort & Spa

H2Hotel

4.0 star property
9.4 out of 10, Exceptional, (674)
"Staff was very accommodating and enjoyed our stay here!"
The price is £317
includes taxes & fees
6 Aug - 7 Aug
H2Hotel
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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.