Search Annapolis Cottage Rentals from CA $177

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Annapolis Cottages

Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
Enjoy a panoramic ocean view from the comfort of this spacious living room, featuring a sofa, flat-screen TV, and a small table with a book.

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

10.0 out of 10, Exceptional, (391)
"Absolutely amazing definitely plan on going back"
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Relax on the deck with a tranquil river view and lush greenery surroundings.

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

9.8 out of 10, Exceptional, (332)
"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 - Hot Tub - Newly Remodeled Cottage
Relax on the deck overlooking the ocean, where a hot tub awaits.

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (386)
"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
Creekside cottage, beautiful counrty cottage (sleeps 2)
Stroll through the shaded garden to the front door of this single-story house, surrounded by mature trees.

Creekside cottage, beautiful counrty cottage (sleeps 2)

9.4 out of 10, Exceptional, (45)
"Lovely cabin, conveniently located near downtown Boonville."
Creekside cottage, beautiful counrty cottage (sleeps 2)
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Step into a charming room with a high ceiling and wooden beams, featuring a large door leading to a garden view and outdoor space.

Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

9.6 out of 10, Exceptional, (89)
"We stayed for a long weekend and couldn't have been happier. Mark was a lovely host and went out of his way each morning to bring us freshly baked goods. Would highly recommend if you are visiting the Russian River area"
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Stroll up to the charming entrance, surrounded by lush gardens and a vintage car.

Santini Farmhouse | Complimentary tasting at Croix Winery included!

10.0 out of 10, Exceptional, (48)
"Everything was perfect"
Santini Farmhouse | Complimentary tasting at Croix Winery included!
Enchanting Creekside Retreat: Your Downtown Oasis
Enjoy meals in this kitchen with modern appliances, a dining area, and a wooden table.

Enchanting Creekside Retreat: Your Downtown Oasis

9.8 out of 10, Exceptional, (7)
"We enjoyed our stay here.I wasn't sure how to let the owners know that we checked out at 9 am."
The price is CA $177
CA $334 total
includes taxes & fees
Aug 23 - Aug 24
Enchanting Creekside Retreat: Your Downtown Oasis
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
Enjoy a serene outdoor space with a wooden bench, table, and grill, surrounded by lush greenery and tall trees.

Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace

9.2 out of 10, Wonderful, (15)
"A very cozy and clean home. Perfect for our girls getaway and fur babies."
Sweet, dog-friendly cottage in the redwoods with river beach access & fireplace
Redwoods Cabin w/ Hot Tub: Walk to Russian River!
Enjoy cooking in this well-equipped kitchen with a range hood, sink, and dishwasher.

Redwoods Cabin w/ Hot Tub: Walk to Russian River!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Home is a very relaxing and comfortable and kitchen is well stocked for those who enjoy cooking. Lovely deck in front with a hottub that works well. Plenty of towels for both bathrooms. Nice welcoming decor and a great place surrounded by redwoods. "
Redwoods Cabin w/ Hot Tub: Walk to Russian River!
Overlook Cottage
Enjoy meals al fresco on this deck with a dining table for four, surrounded by lush greenery and a charming fence.

Overlook Cottage

9.0 out of 10, Wonderful, (6)
"The house was cute , the scenery was beautiful , the bed was very comfortable and the host was gracious. my only recommendations would be that they put a floormat in the shower because it was so slippery I was afraid I was going to fall and there’s nothing in there to hang onto , and I would’ve liked a clean sponge and maybe some cleanser so I could’ve scrubbed the sink, a roll of paper towels would’ve been nice. We left early and followed the directions in the info binder and after we left the...
Overlook Cottage
Seaview Cottage
Cottage, 1 King Bed with Sofa bed, Pool Access, Ocean View | Living area

Seaview Cottage

3.0 star property
6.0 out of 10, (1)
"The 4 pm check in and 10 am check out is brutal. And the cleaning person was outside waiting for us to leave by 9:40 am when I loaded our car with our bags. That made us feel super rushed to leave. "
Seaview Cottage
Dog-friendly, ocean-view cottage with private hot tub, deck, & free EV charger
Enjoy a tranquil ocean view from the deck, surrounded by lush greenery and a majestic tree.

Dog-friendly, ocean-view cottage with private hot tub, deck, & free EV charger

8.6 out of 10, Excellent, (20)
"View and hot tub!"
Dog-friendly, ocean-view cottage with private hot tub, deck, & free EV charger
Tranquil Guerneville Home w/ Redwood Views
Relax in this serene bedroom with a large bed and sliding glass door leading to an outdoor deck.

Tranquil Guerneville Home w/ Redwood Views

3.0 star property
Tranquil Guerneville Home w/ Redwood Views
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
House (4 Bedrooms) | Interior

Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn

3.0 star property
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
Boonvilla Cottage, cosy wine country cottage (Sleeps 2 persons minimum /maximum)
Relax in a serene outdoor space with comfortable seating and a table, surrounded by lush trees.

Boonvilla Cottage, cosy wine country cottage (Sleeps 2 persons minimum /maximum)

9.2 out of 10, Wonderful, (36)
"Private, close to everything and quaint. Highly recommend this cute oasis. "
Boonvilla Cottage, cosy wine country cottage (Sleeps 2 persons minimum /maximum)
Raymond's Bakery - Creekside Cabin and Breakfast
Step outside to a charming front porch with a railing, surrounded by lush greenery.

Raymond's Bakery - Creekside Cabin and Breakfast

9.8 out of 10, Exceptional, (61)
"Mark is the finest host we ever had the pleasure to meet and he spoiled us with his amazing baked goods. We really enjoyed our stay and the beauty of the surroundings!"
Raymond's Bakery - Creekside Cabin and Breakfast
Coastal Norcal Sanctuary w/ Ocean & Redwoods Views
House (2 Bedrooms) | Interior

Coastal Norcal Sanctuary w/ Ocean & Redwoods Views

3.0 star property
Coastal Norcal Sanctuary w/ Ocean & Redwoods Views
Bakery Redwood Retreat with Creek Access
Relax in this inviting space with a comfortable sofa, kitchenette, and floral wallpaper.

Bakery Redwood Retreat with Creek Access

9.6 out of 10, Exceptional, (73)
"Had a great time at Mark's place. What a lovely host, and what a sweet family! Really cozy and the food was amazing."
Bakery Redwood Retreat with Creek Access
Mar a Vista: Cozy Coastal Cottage with Modern Amenities
Drive along the oceanfront road with breathtaking views of the coastline.

Mar a Vista: Cozy Coastal Cottage with Modern Amenities

9.2 out of 10, Wonderful, (36)
"We had a wonderful stay at Ryan and Darnie’s cottage! Beautifully decorated and super comfy with everything we needed. Sitting under the huge trees in the morning and evening while hearing the ocean was amazing! Loved all the hiking trails around the beach below. Such a relaxing and enjoyable stay-thank you!"
Mar a Vista: Cozy Coastal Cottage with Modern Amenities
Tasteful Home w/ Stunning River & Valley View
House (2 Bedrooms) | Interior

Tasteful Home w/ Stunning River & Valley View

3.0 star property
Tasteful Home w/ Stunning River & Valley View
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

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

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

10/10 Excellent
"Easy no hassle check in. Everything was as described. Kitchen was small but functional. The matress was very comfortable and the views were unsurpassed. The property is magical and i highly recommend this property for a romantic stress free getaway. "
Darcella H. 2-night trip
Posted 1 day ago
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!