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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Cottages in Middletown

Backyard Garden Oasis
Exterior

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (50)
"Cute garden area, quiet, nice all inclusive spot"
The price is S$279
includes taxes & fees
13 Oct - 14 Oct
Backyard Garden Oasis
Modern Sonoma Stay w/ Spacious Deck, Views & Prime Location Bennett
Interior

Modern Sonoma Stay w/ Spacious Deck, Views & Prime Location Bennett

3.0 star property
Modern Sonoma Stay w/ Spacious Deck, Views & Prime Location Bennett
Waterfront Cottage w/ Private Pool & Lake View!
Interior

Waterfront Cottage w/ Private Pool & Lake View!

3.0 star property
Waterfront Cottage w/ Private Pool & Lake View!
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning
Exterior

Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning

3.0 star property
Warm And Cozy Mountain And Lake View Haven 2 Bedroom Cottage by RedAwning
Kelseyville Home w/ Deck & Clear Lake Views!
Interior

Kelseyville Home w/ Deck & Clear Lake Views!

3.0 star property
Kelseyville Home w/ Deck & Clear Lake Views!
Spacious Kelseyville Home w/ Large Lakefront Deck!
Interior

Spacious Kelseyville Home w/ Large Lakefront Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I wish the grill had worked, but I love it."
Spacious Kelseyville Home w/ Large Lakefront Deck!
Idyllic Kelseyville Home w/ 2 Decks + Views!
Interior

Idyllic Kelseyville Home w/ 2 Decks + Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
" Relaxing weekend visiting wineries and friends. "
Idyllic Kelseyville Home w/ 2 Decks + Views!
Mill Creek by Avantstay Modern Design, Patio, Hot Tub
Interior

Mill Creek by Avantstay Modern Design, Patio, Hot Tub

3.0 star property
Mill Creek by Avantstay Modern Design, Patio, Hot Tub
Peaceful Windsor Retreat w/ Private Hot Tub!
Interior

Peaceful Windsor Retreat w/ Private Hot Tub!

3.0 star property
9.0 out of 10, Wonderful, (2)
"We had a wonderful family stay for Easter. The landscaping is absolutely beautiful. What was particularly helpful was that kitchen cabinets were labeled with where everything was stored making it easier for cooking! One recommendation would be to have a grill on-site. The location was quiet and peaceful and easily accessible to wineries and the town of Windsor."
Peaceful Windsor Retreat w/ Private Hot Tub!
Golf & Hike: Cobb Mountain Cabin in Scenic Forest!
Interior

Golf & Hike: Cobb Mountain Cabin in Scenic Forest!

3.0 star property
Golf & Hike: Cobb Mountain Cabin in Scenic Forest!
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
Front of property

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

3.0 star property
Chianti by Avantstay Stunning Secluded Ranch w/ Pickleball Court & Barn
Clearlake Vacation Rental w/ Nearby Lake Access!
Interior

Clearlake Vacation Rental w/ Nearby Lake Access!

3.0 star property
Clearlake Vacation Rental w/ Nearby Lake Access!
Lakefront Retreat w/ Dock, Paddle Boards & Kayaks!
Interior

Lakefront Retreat w/ Dock, Paddle Boards & Kayaks!

3.0 star property
Lakefront Retreat w/ Dock, Paddle Boards & Kayaks!
Quiet Lakefront Clearlake Vacation Rental!
Exterior

Quiet Lakefront Clearlake Vacation Rental!

2.0 star property
Quiet Lakefront Clearlake Vacation Rental!
Kelseyville Cottage: Private Deck & On-site Winery
Interior

Kelseyville Cottage: Private Deck & On-site Winery

3.0 star property
2.0 out of 10, (1)
Kelseyville Cottage: Private Deck & On-site Winery
Lakefront Sanctuary w/ Mount Konocti Views
Interior

Lakefront Sanctuary w/ Mount Konocti Views

3.0 star property
"La vue sur le lac est fantastique mais la petite maison est vieillotte avec un mobilier sommaire tout en restant confortable Alors que nous avions besoin d'aide la propriétaire a mis 48 heures pour nous répondre prétextant ne pas avoir reçu nos 3 messages téléphoniques et nos 3 emails !! "
Lakefront Sanctuary w/ Mount Konocti Views
Sonoma Creek Haven Hot Tub, Firepit, Creekside Views Near Kenwood Wineries
Front of property

Sonoma Creek Haven Hot Tub, Firepit, Creekside Views Near Kenwood Wineries

3.5 star property
Sonoma Creek Haven Hot Tub, Firepit, Creekside Views Near Kenwood Wineries
Santa Rosa Home w/ Private Pool & Tennis Court
Interior

Santa Rosa Home w/ Private Pool & Tennis Court

3.0 star property
Santa Rosa Home w/ Private Pool & Tennis Court
2 Mi to Clear Lake Access: Norcal Getaway
Interior

2 Mi to Clear Lake Access: Norcal Getaway

3.0 star property
2 Mi to Clear Lake Access: Norcal Getaway
Shared Boat Dock at Clear Lake Couples Retreat
Interior

Shared Boat Dock at Clear Lake Couples Retreat

3.0 star property
Shared Boat Dock at Clear Lake Couples Retreat
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 Middletown Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"Quiet and historic hotel. Good location "
Hannan 1-night trip
Posted 16 hours ago
Hotel La Rose

Find out more about Middletown

Find out more about Middletown

Middletown Cottages information

Number of reviews
51
Accommodation
53 Cottages
Lowest Price
S$279
Highest Price
S$279

Frequently asked questions

How much do cottages in Middletown cost?
Prepare to pay between S$279 and S$279 per night for cottages in Middletown. No matter your budget, a wonderful stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Middletown?
If you're looking to get back to nature in Middletown, we recommend Backyard Garden Oasis. With a 3-star rating and amenities like pillow top mattresses and a barbecue grill, you'll find it easy to settle in at this family-friendly cottage. Check in to your hotel and then make your way to some attractions that will keep everyone entertained in Middletown. Cobb Mountain should be at the top of your list.
Why book your cottage in Middletown with Expedia?
We think a getaway should be a walk in the park, so if you're looking for cottages in Middletown at an affordable rate, Expedia has your back. Save those pennies and choose an economical option far from the hustle and bustle, or splurge on a 5-star cottage to treat your loved ones.

Explore a world of travel with Expedia

Explore a world of travel with Expedia