Woodsboro Vacation Rentals

Start date: Check-in selected.
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    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

Vacation Rentals in Woodsboro

Our top choices for Woodsboro vacation rentals

Laguna Reef Condos

3.0 star property
8.8 out of 10, Excellent, (32)
"Nice condo good location"
$169 nightly
The price is $194
Sep 8 - Sep 9
Total with taxes and fees
Laguna Reef Condos

Candlelight Cottages by the Beach

3.5 star property
9.6 out of 10, Exceptional, (73)
"Great place for our beach visit!"
Candlelight Cottages by the Beach

This is your dream house! 2 acres, guest house, beach, pier, hottub and more!

10.0 out of 10, Exceptional, (8)
This is your dream house! 2 acres, guest house, beach, pier, hottub and more!

Laguna Reef Condos by VTrips

3.5 star property
9.0 out of 10, Wonderful, (28)
"We loved the beachfront view."
$245 nightly
The price is $282
Sep 6 - Sep 7
Total with taxes and fees
Laguna Reef Condos by VTrips

Totally Remodeled Airy Salt Lake Waterfront w/ Dock & 2-Story Deck

9.6 out of 10, Exceptional, (127)
"Had a great time. Great location. "
Totally Remodeled Airy Salt Lake Waterfront w/ Dock & 2-Story Deck

Dog-friendly ocean view home with an enclosed yard, washer/dryer, & central AC

9.2 out of 10, Wonderful, (29)
"It was grat"
Dog-friendly ocean view home with an enclosed yard, washer/dryer, & central AC

Sunsets | Private Pool & Hot Tub | Outdoor Kitchen | Boat Lift | Views

10.0 out of 10, Exceptional, (55)
"Two families with grown kids traveled together for the long weekend. Everything about the house was absolutely perfect!! Plenty of room for everyone to spread out and plenty of places for everyone to spend time together when they wanted. Deck and dock are beautiful! Super clean and kitchen well stocked. We can’t wait to return!! "
Sunsets | Private Pool & Hot Tub | Outdoor Kitchen | Boat Lift | Views

Tipsy Turtle

9.2 out of 10, Wonderful, (24)
"Great location.... convenient to everything"
$208 nightly
The price is $219
Sep 30 - Oct 1
Total with taxes and fees
Tipsy Turtle

Sun Harbor Cottages

3.0 star property
10.0 out of 10, Exceptional, (3)
"Overall a very nice place to stay. Water views from the porch, quiet area, still convenient to everything. Wish it had a dishwasher (although I don’t know where you’d put it) and outdoor grill was a mess. I had to spend a lot of time cleaning the grill before I could use it. The cottage had everything you could possibly need. If you want to cook meals yourself and avoid restaurants, this is a great option. Communication was great. I didn’t report the grill issue but I’m sure they would have...
Sun Harbor Cottages

Heron House | Pet-friendly with Private Pool

10.0 out of 10, Exceptional, (6)
"We stayed at the Heron house for four nights in April 2025 . The house is beautiful. It was nice and clean. Bay is beautiful from the front porch. It is close to town. The house is well stocked , The pool is small and you can only get sun in the first part of the day because the house blocks it . There was great communication with the host. Below, I have listed pros and cons that we feel were important to us.. Pros: Great location, beautiful view of the bay, comfortable firm bed in master...
Heron House | Pet-friendly with Private Pool

Located in town, walking distance to marina and festival grounds. Cottage 1

9.8 out of 10, Exceptional, (94)
"Excellent enjoyed the stay. "
Located in town, walking distance to marina and festival grounds. Cottage 1

Key Allegro - Private Pool & Hot Tub - Elevator - Outdoor Kitchen - Icemaker

10.0 out of 10, Exceptional, (50)
"Excellent stay. Beautiful place, well appointed. Everyone enjoyed it. We would definitely stay there again. "
Key Allegro - Private Pool & Hot Tub - Elevator - Outdoor Kitchen - Icemaker

Luxurious Water-Front Home W/Million Dollar Views, Pier/Light, Fantastic Fishing

10.0 out of 10, Exceptional, (362)
"This has become our favorite property to rent. Great view and always clean.Camille is always excellent to deal with."
Luxurious Water-Front Home W/Million Dollar Views, Pier/Light, Fantastic Fishing

Island-Style Waterfront Home w/ Deck & Private Pier - Winter Texans Welcome

9.2 out of 10, Wonderful, (109)
"Second time staying here! Great home!"
Island-Style Waterfront Home w/ Deck & Private Pier - Winter Texans Welcome

Golden Oak -Beautiful New Cottages - Perfect Getaway for Couples

9.6 out of 10, Exceptional, (46)
"It was a clean & good space for us to stay in"
$269 nightly
The price is $304
Sep 7 - Sep 8
Total with taxes and fees
Golden Oak -Beautiful New Cottages - Perfect Getaway for Couples

Come on down for a great fishing and beach get away at Benjamin's Pier!

9.0 out of 10, Wonderful, (43)
"This is perfect for 2 people who don’t want it need a lot of space. It has everything you need and the property has a pool and fishing pier. "
$180 nightly
The price is $193
Sep 8 - Sep 9
Total with taxes and fees
Come on down for a great fishing and beach get away at Benjamin's Pier!

Historical Waterfront Cottage! Private 200 foot pier! Amazing water views

8.6 out of 10, Excellent, (89)
"Perfect location !!"
Historical Waterfront Cottage! Private 200 foot pier! Amazing water views

Cozy cottage minutes away from great fishing and ferry to the island!

8.8 out of 10, Excellent, (11)
"Great location and quiet neighborhood"
Cozy cottage minutes away from great fishing and ferry to the island!

Sunshine Retreat - Waterfront Home Heated Pool & Private Lighted Fishing Pier

10.0 out of 10, Exceptional, (154)
"Was a wonderful stay. Would recommend this home to any of my friends. "
Sunshine Retreat - Waterfront Home Heated Pool & Private Lighted Fishing Pier

Copano Bayfront Home w 385' private pier w night lights!

10.0 out of 10, Exceptional, (110)
"We had a great time at capano bay at the property with a great house / views and fishing ! Lory was great and very attentive Hope to come back soon !"
Copano Bayfront Home w 385' private pier w night lights!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Woodsboro Hotel Reviews

Find out more about Woodsboro

Find out more about Woodsboro

Everything you need to know about Woodsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodsboro rentals

At Expedia, we put the best Woodsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Woodsboro?

Yes, we offer vacation rentals near popular points of interest in Woodsboro, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Woodsboro?

Sunsets | Private Pool & Hot Tub | Outdoor Kitchen | Boat Lift | Views: This vacation home rental near Woodsboro is located on the waterfront and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What’s there to see and do in Woodsboro?

While you're exploring the area, Copano Bay and Speck Aiken Park are a couple of picturesque spots to get outside and enjoy nature. Lions City Park and Braman Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodsboro like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Woodsboro. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips.