Whitingham, VT Cottage Rentals

A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Whitingham cottages

A red building with a sign that reads 'WORLD'S BEST CHRISTMAS SHOP.'

1. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Charlemont

$514 nightly

Oct 14 - Oct 15

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Whitingham Hotel Reviews

The Inn At Crumpin Fox

10/10 Excellent

"I wholeheartedly recommend the Inn at Crumpin Fox in Bernardston MA. Our large room was sparkling clean and tastefully updated, as were the lobby and corridors. The courtyard and grounds were nicely kept and decorated with seasonal plants and blooms. Knowing that the innkeeper is on the premises provides a feeling of security. This is a high quality hotel at a very reasonable price. October, 2026"

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"

Latchis Hotel

8/10 Good

"We enjoyed our stay at the historic Latchis Hotel. You really get the feeling of stepping back in time. The staff were very helpful and provided recommendations on places to eat besides just checking us in. The room was fine and the working record player with records was a nice touch. Parking is about a half block away behind the hotel. Make sure you see the historic Latchis Theater’s main room. It is really amazing and will definitely take you back in time."

Hideaway Inn Mt. Snow

8/10 Good

"The room was VERY small, but it was clean and the bed was comfortable. There is not an attendant or any staff onsite. I had a bit of trouble getting the pet registration taken care of since I booked through a 3rd party. We asked for a 1st floor room since there's not an elevator. When we received our check-in information, we were given a room on the 2nd floor. If we only had to carry backpacks, it might have been fine. However, we had large cases, so it was difficult to drag them up the stairs. Also, if you are an above average size person, know that these rooms are small spaces. The bathroom is barely big enough to turn around in and the shower is tiny."

Willows Motel Williamstown

10/10 Excellent

"The Willows was exactly what I needed for a last-minute trip to visit my son! The bed was fantastic, and the breakfast was full of beautiful fruit (so many different kinds of berries and melons), and farm-fresh eggs. (I generally skip free breakfasts because they're full of donuts, and was so grateful for the difference). I'll return."

Find out more about Whitingham

Whitingham Cottages information

Number of reviews
Accommodation	Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Whitingham with Expedia?

We think that traveling should be a walk in the park, so if you're chasing cottages in Whitingham at a nice price, Expedia is here to help. Keep costs down and opt for a low-cost option far away from the city rush, or splurge on an upscale cottage to really spoil your favorite people.

How can I find cheap cottages in Whitingham?

Expedia is here to help you look for cheap cottages in Whitingham. To discover your perfect stay in just a few clicks, try out our convenient filter tool to refine your search by budget, star rating and amenities.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Whitingham cottages

1. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Find vacation rentals that suit your style

Top Whitingham Hotel Reviews

The Inn At Crumpin Fox

Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

Grand Summit Resort, A Vail Resorts Property

Hotel Downstreet, an Ascend Collection Hotel

The White House Inn

Willows Motel Williamstown

Find out more about Whitingham

Whitingham Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Whitingham Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Whitingham cottages

1. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

Find vacation rentals that suit your style

Top Whitingham Hotel Reviews

The Inn At Crumpin Fox

Find out more about Whitingham

Whitingham Cottages information

Frequently asked questions

Explore a world of travel with Expedia