The 10 best holiday rentals in Monterey, USA | Booking.com
Skip to main content

Holiday Rentals in Monterey

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Monterey

The best holiday rentals in Monterey

Check out our pick of great holiday rentals in Monterey

Filter by:

Review score

Granville House

Great Barrington (Near Monterey)

Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington.

G
Gayle
From
United States
Perfection with meticulous care and service - attention to detail is unheard of at an Inn since 2020! With other places feeling worn and showing age with overuse- Granville owners continue to deliver exceptional quality and sophistication as hosts!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 134 reviews
Price from
US$200
1 night, 2 adults

Devonfield Inn

Lee (Near Monterey)

Situated just 6.1 km from Cranwell Spa & Golf Club, Devonfield Inn features accommodation in Lee with access to a garden, a shared lounge, as well as a shared kitchen.

L
Lesley- Ann
From
South Africa
We had the most wonderful time at this beautiful inn set in stunning surroundings and gardens. On our holiday this was the only place where we actually met and interacted with the owners , Doug and Jim. Our room was comfortable, clean and had everything we needed. Lovely leather chairs and decor. The bed was comfortable with nice linens. We were invited to the cheese and wine evening and it was great. Lovely wines and cheeses and a great way to meet other guests. We so enjoyed the piano and a few songs from Doug. Breakfast was a feast .. fruit, yogurts , eggs . Delicious and a different menu each morning. Home baked cakes .. yummy. Saturday we sat in the gardens and enjoyed a lovely afternoon of music , it was so nice to see locals join the afternoon too. We wish we could have stayed longer.. Doug and Jim you run a beautiful Inn, your commitment and hard-work tells the story. Thank you!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 14 reviews
Price from
US$369
1 night, 2 adults

Stockbridge Country Inn

Stockbridge (Near Monterey)

Featuring a garden and views of mountain, Stockbridge Country Inn is a bed and breakfast situated in a historic building in Stockbridge, 1.5 km from Norman Rockwell Museum.

L
Leslie
From
France
Very friendly owner and lovely country inn.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
US$309.47
1 night, 2 adults

Wainwright Inn

Great Barrington (Near Monterey)

Boasting a garden and views of garden, Wainwright Inn is a bed and breakfast set in a historic building in Great Barrington, 15 km from Norman Rockwell Museum.

G
Galadriel
From
United States
I will definitely be back. The place is charming, quiet and full of history. The room was spacious and comfortable and well-appointed. The breakfast was incredible, always garnished with herbs fresh from the garden.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 43 reviews
Price from
US$171.35
1 night, 2 adults

Chambery Inn

Lee (Near Monterey)

This historic Massachusetts bed and breakfast boasts free Wi-Fi access. Cable TV and an en suite bathroom are featured in every uniquely styled room. Ski Butternut is 13 miles away.

L
Lori
From
United States
Beautiful, huge room; stunning 4 poster bed w/ canopy.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 36 reviews
Price from
US$599.99
1 night, 2 adults

The Cottage

Stockbridge (Near Monterey)

Situated in Stockbridge, 3.3 km from Norman Rockwell Museum, The Cottage has a private beach area, parking on-site and rooms with free WiFi access.

J
Janis
From
United Kingdom
Carole was a fabulous, welcoming host - above and beyond. The property had everything we needed.
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 57 reviews
Price from
US$269
1 night, 2 adults

Shaker Mill Inn

West Stockbridge (Near Monterey)

Set within 6.3 km of Tanglewood Musical Center and 6.6 km of Tanglewood, Shaker Mill Inn offers rooms with air conditioning and a private bathroom in West Stockbridge.

R
Roy
From
Australia
Breakfast was great. Lovely location in quiet town.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 87 reviews
Price from
US$136
1 night, 2 adults

Brook Farm Inn

Lenox (Near Monterey)

Situated within 3 km of Tanglewood and 3.1 km of Cranwell Spa & Golf Club, Brook Farm Inn features rooms with air conditioning and a private bathroom in Lenox.

V
Virginie
From
United States
Beautifully arranged. A lot of details and love were put into this b&b. The breakfast was simple but absolutely delicious and homemade. We loved every minute of it. We will go back in summer
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 44 reviews
Price from
US$208.10
1 night, 2 adults

The Constance by The Lenox Collection

Lenox (Near Monterey)

Set in Lenox, 2.4 km from Tanglewood Musical Center, The Constance by The Lenox Collection offers accommodation with a fitness centre, free private parking, a garden and a terrace.

C
Corinna
From
Germany
Beautiful hotel with lovely and very helpful staff
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 498 reviews
Price from
US$183
1 night, 2 adults

Whistler's Inn

Lenox (Near Monterey)

Boasting a garden and views of mountain, Whistler's Inn is a bed and breakfast set in a historic building in Lenox, 3 km from Tanglewood Musical Center.

J
James
From
Canada
The building was from a different time. We loved it. The hospitality was terrific. The breakfasts were great.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 143 reviews
Price from
US$243
1 night, 2 adults
All holiday rentals in Monterey

Most booked holiday rentals in Monterey and surroundings in the past month

See all