Pirate Cove Cottages - Vacation Rentals in Montecito Heights

Cottage at Main Street Farmhouse! From US $345
         

10.0 (90 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Cottage Petite From US $484
         

|
New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious Downtown Digs From US $300
         

10.0 (23 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Haileys Place In Wine Country From US $253
         

9.8 (41 Reviews)
Cottage
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Circa 1885 Remodeled ADU From US $284
         

New
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
Amazing 2 Bedroom/2 Bath Cottage in the heart of Downtown Napa From US $212
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Immaculate Napa Oxbow GuestHouse From US $106
         

Luxury Places to Stay in Montecito Heights

Over 680+ Luxury Places to Stay in or Near Montecito Heights
Luxury Downtown Napa Estate with Pool & Hot Tub From US $5,477
         

10.0 (2 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Pool
  • TV
Wine Country Garden Bungalow From US $4,406
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Montecito Heights

Over 323+ Top-Rated Vacation Rentals with a Pool in or Near Montecito Heights
Condo w/Shared Pool and View of Driving Range From US $703
         

10.0 (140 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Silverado Napa Luxury 1 Bed Jr. Suite From US $257
         

10.0 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Elegance Where Sunset Meets Fairway From US $779
         

10.0 (40 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Cozy 3 Beds/2 Bath Condo - Silverado From US $629
         

10.0 (33 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Silverado Resort Condo with Pool From US $335
         

10.0 (32 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
Poolside Retreat | Patio | 10 Min to DT From US $505
         

10.0 (28 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Montecito Heights

Over 150+ Pet-Friendly Vacation Rentals in or Near Montecito Heights
Downtown Napa Bungalow on Historic Fuller Park From US $178
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Napa 3BD Wine Country Escape with Pool and Spa From US $759
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Napa Residences From US $474
         

|
8.8 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Napa Art House - w/fireplace & hot tub Near Downtown Napa From US $1,006
         

10.0 (232 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Main Street House - Designer Napa Home From US $1,381
         

10.0 (76 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1 bed | 1 bath | Silverado Resort Experience From US $279
         

10.0 (17 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
2 bed I Silverado Resort & Spa in Napa - Wine Town From US $378
         

10.0 (14 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Montecito Heights

Over 42+ Large Vacation Homes & Villas in or Near Montecito Heights
Contemporary Villa in the Napa Valley From US $1,002
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hennessey Estate From US $555
         

|
9.6 (36 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Spacious Home Near Downtown Napa From US $1,301
         

9.8 (126 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Chic Napa 3BR ~ 3 Mins to Downtown ~ Extended Stay From US $346
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Wheelchair Accessible Vacation Homes in Montecito Heights

Over 124+ Wheelchair Accessible Vacation Homes in or Near Montecito Heights
Churchill Manor From US $249
         

|
9.8 (153 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The McClelland House From US $682
         

|
8.6 (594 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Montecito Heights Vacation Rentals and Airbnb Places to Stay Under $200

Over 105+ Montecito Heights Vacation Rentals and Airbnb Places to Stay Under $200
Charming Cottage/Guest House 2 miles from Downtown Napa From US $199
         

481 Mansion Estates at Silverado condo From US $135
         

|
8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Charles Napa, an Artfully Designed Inclusive Inn From US $185
         

|
10.0 (22 Reviews)
Bed & Breakfast
  • Parking
  • Designated Smoking Area
  • Balcony/Terrace
21 Oaks Napa From US $138
         

10.0 (2 Reviews)
House
  • Parking
  • TV
  • Balcony/Terrace
Private/Quiet/Comfy Duplex <1 mile walk Downtown Napa From US $120
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Art Collector's Sophisticated Guest House From US $128
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Well-appointed 3-bedroom townhome with AC in Napa From US $200
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Montecito Heights

Over 353+ Instantly Bookable Vacation Homes in or Near Montecito Heights
Walk to Downtown from this Spacious Home From US $1,017
         

9.8 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
NEW DOWNTOWN NAPA HOME (AMAZING LOCATION) From US $466
         

10.0 (161 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Downtown Napa! Unit B Walk to Everything! From US $458
         

10.0 (168 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Casita Rosa - Luxury in Downtown Napa From US $691
         

9.6 (94 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
CONTEMPORARY HOME MINUTES FROM DOWNTOWN NAPA! From US $567
         

9.6 (46 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Montecito Heights Vacation Rentals

With more than 36 Montecito Heights vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Piratecovecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Montecito Heights.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Montecito Heights, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Montecito Heights. Places to stay near Montecito Heights are 258.88 ft² on average, with prices averaging US $320 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Montecito Heights with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Montecito Heights

Type Count
Cottages 34
Holiday Apartments 1
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Montecito Heights

Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Montecito Heights.

Weather in Montecito Heights

View the weather forecast for Montecito Heights before booking your Montecito Heights Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Montecito Heights Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Montecito Heights?
How many vacation rentals are available in Montecito Heights?

Currently, the total number of properties listed in 2026 is over 36 in the Montecito Heights area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Montecito Heights.