Hot Pleasant Valley Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Pleasant Valley

Mountain View escape

Mountain View escape

New Paltz
Located in New Paltz, this cottage is within a 10-minute drive of Jenkinstown Day Spa and Loren Campbell Memorial Field.
Mountain View escape
Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

Sharon
Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.
Two Bedroom Cottage Close To Town
Reset and Relax in Luxury Cottage

Reset and Relax in Luxury Cottage

Rhinebeck
Located in Rhinebeck, this cottage is on a river, within a 15-minute drive of Omega Institute and Center for Performing Arts at Rhinebeck.
Reset and Relax in Luxury Cottage
Save an average of 15% on thousands of hotels when you're signed in
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Fishkill
With a stay at this cottage in Fishkill, you'll be within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!
Pet-friendly Cottage at Historic Millbrook Farm Estate

Pet-friendly Cottage at Historic Millbrook Farm Estate

Millbrook
Located in Millbrook, this cottage is within a 5-minute drive of Institute of Ecosystem Studies and Orvis Sandanona Shooting Grounds.
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin

Be in Nature at this Gorgeous Riverfront Cabin

Poughkeepsie
When you stay at this cottage in Poughkeepsie, you'll be on a river, within a 15-minute drive of Vassar College and Marist College.
Be in Nature at this Gorgeous Riverfront Cabin
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

New Fairfield
Located in New Fairfield, this cottage is on the waterfront, within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

Sherman
Located in Sherman, this cottage is a 1-minute drive from Candlewood Lake and 5 minutes from Town Meadows.
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Leggett Cottage, High Falls, NY.

Leggett Cottage, High Falls, NY.

High Falls
Located in High Falls, this cottage is in a rural location, within a 10-minute drive of Century House Historical Society and Esopus Creek.
Leggett Cottage, High Falls, NY.
Don't see what you're looking for?
See all available properties in Pleasant Valley
View all properties
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.

Pleasant Valley Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Pleasant Valley will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Pleasant Valley definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Pleasant Valley, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Pleasant Valley Cottages essential information

Accommodation
79 Cottages
Lowest Price
AU$198
Highest Price
AU$1,644
Popular accommodation
Mountain View escape, Two Bedroom Cottage Close To Town, Reset and Relax in Luxury Cottage, Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!, Pet-friendly Cottage at Historic Millbrook Farm Estate, Be in Nature at this Gorgeous Riverfront Cabin, Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!, Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC, Leggett Cottage, High Falls, NY.

Top trending hotels in Pleasant Valley

HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is AU$198 per night from 22 Apr to 23 Apr
AU$198
includes taxes & fees
22 Apr - 23 Apr
Located in Fishkill, HYATT house Fishkill/Poughkeepsie is a 4-minute drive from SplashDown Beach and 10 minutes from Dia Beacon.
HYATT house Fishkill/Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 7 Apr to 8 Apr
AU$218
includes taxes & fees
7 Apr - 8 Apr
A stay at Hyatt Place Poughkeepsie / Hudson Valley places you in the heart of Poughkeepsie, within a 10-minute drive of Marist College and Poughkeepsie ...
Hyatt Place Poughkeepsie / Hudson Valley
DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 20 Apr to 21 Apr
AU$208
includes taxes & fees
20 Apr - 21 Apr
With a stay at DoubleTree by Hilton Poughkeepsie, you'll be centrally located in Poughkeepsie, within a 5-minute drive of Marist College and Vassar College.
DoubleTree by Hilton Poughkeepsie
Save an average of 15% on thousands of hotels when you're signed in
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
The price is AU$1,644 per night from 16 Apr to 17 Apr
AU$1,644
includes taxes & fees
16 Apr - 17 Apr
Located in Gardiner, Wildflower Farms, Auberge Resorts Collection is in the mountains, within a 5-minute drive of Tuthilltown Spirits and DM Weil Gallery.
Wildflower Farms, Auberge Resorts Collection
Don't see what you're looking for?
See all available properties in Pleasant Valley
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.