Wellington Vacation Rentals

· House near Wellington
Pet Friendly Retreat Near Chincoteague Island and Ocean City, MD
4 Beds · 3 baths · Sleeps 8 ·
Lake · Beach · Waterfront ·
From
$213/night
Check availability
Amenities
Lake
Beach
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
· House near Wellington
Roaming ponies, Peaceful Waterfront
3 Beds · 3 baths · Sleeps 7 ·
On Site Laundry · Ocean · Outdoor Space ·
From
$388/night
Check availability
Amenities
On Site Laundry
Ocean
Fitness Center
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Wellington
'Chincoteague Charm' Escape w/ Bikes & Yard Games!
4 Beds · 3 baths · Sleeps 12 ·
Garden · Central Heat · Tv ·
From
$135/night
Check availability
Amenities
Central Heat
Tv
Cable
Microwave
Ceiling Fan
Free Parking
Oven
Dishwasher
Other spaces
Garden, Kitchen
· House near Wellington
‘Brant Point’ Waterfront Bungalow w/ Deck & Views!
3 Beds · 2 baths · Sleeps 8 ·
Toiletries · Central Heat · Tv ·
From
$180/night
Check availability
Amenities
Toiletries
Central Heat
Tv
Cable
Microwave
Ceiling Fan
Assigned Parking
Ocean
Other spaces
Balcony, Kitchen
· Apartment near Wellington
Pet-Friendly Quantico Home with River Views!
4 Beds · 3 baths · Sleeps 7 ·
Free Parking · Outdoor Space · Fireplace ·
From
$368/night
Check availability
Amenities
Free Parking
Fireplace
Oven
Dishwasher
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
· Apartment near Wellington
Salisbury Home in Newtown Historic District!
5 Beds · 4 baths · Sleeps 10 ·
Free Parking · Oven · Dishwasher ·
From
$282/night
Check availability
Amenities
Free Parking
Oven
Dishwasher
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
· Apartment near Wellington
Brant Point Waterfront Bungalow with Deck and Views!
3 Beds · 2 baths · Sleeps 8 ·
Hot Tub · Ocean · Free Parking ·
From
$278/night
Check availability
Amenities
Hot Tub
Ocean
Free Parking
Beach
Fireplace
Waterfront
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· Apartment near Wellington
Creekside Cottage with Sunroom, Fire Pit, & WiFi!
3 Beds · 2 baths · Sleeps 6 ·
Free Parking · Oven · Dishwasher ·
From
$331/night
Check availability
Amenities
Free Parking
Oven
Dishwasher
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
· Hotel near Wellington
Kingsbay Mansion and Vacation Rental Houses
1 Bed · 1 bath · Sleeps 10 ·
Smoking Allowed · Lake · Ocean ·
From
$395/night
Check availability
Amenities
Smoking Allowed
Lake
Ocean
Free Parking
Beach
Pool
Waterfront
Air Conditioning
Other spaces
Balcony
· Apartment near Wellington
Creekside Cottage with Sunroom, Fire Pit, & WiFi!
3 Beds · 2 baths · Sleeps 6 ·
Beach · Balcony · Oven ·
From
$86/night
Check availability
Amenities
Beach
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· Condo near Wellington
Cozy Waterfront Eastern Shore Condo
2 Beds · 3 baths · Sleeps 6 ·
Outdoor Space · Fitness Center · Fireplace ·
From
$125/night
Check availability
Amenities
Fitness Center
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
· House near Wellington
Salisbury Cottage
3 Beds · 2 baths · Sleeps 6 ·
Carpet · On Site Laundry · Workspace ·
From
$124/night
Check availability
Amenities
Carpet
On Site Laundry
Fitness Center
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
· House near Wellington
Make fabulous Vacation Memories at Family Tides Vacation Rental on Chincoteague
3 Beds · 2 baths · Sleeps 8 ·
Beach · Balcony · Waterfront ·
From
$191/night
Check availability
Amenities
Beach
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Storage
Other spaces
Balcony, Kitchen
· Apartment near Wellington
Stylish 2 bed, 1 bath with riverfront views close to dining and downtown
2 Beds · 1 bath · Sleeps 4 ·
High Ceilings · Workspace · Waterfront ·
From
$85/night
Check availability
Amenities
High Ceilings
Waterfront
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
· Apartment near Wellington
Deluxe corner apartment with riverfront views close to dining and downtown
2 Beds · 1 bath · Sleeps 4 ·
Hardwood Floor · High Ceilings · Workspace ·
From
$149/night
Check availability
Amenities
Hardwood Floor
High Ceilings
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
· Apartment near Wellington
Spacious Riverfront Loft Close to Downtown and Dining
2 Beds · 1 bath · Sleeps 4 ·
Workspace · Oven · Dishwasher ·
From
$75/night
Check availability
Amenities
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
· House near Wellington
Stunning panoramic waterfront view getaway house
3 Beds · 2 baths · Sleeps 6 ·
Beach · Pool · Outdoor Space ·
From
$83/night
Check availability
Amenities
Beach
Pool
Fitness Center
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Casa Del Canal is a fabulous Waterfront Vacation Home only minutes from Chincote
3 Beds · 2 baths · Sleeps 6 ·
Pool · Outdoor Space · Fitness Center ·
From
$200/night
Check availability
Amenities
Pool
Fitness Center
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Kingsbay Dockside Waterfront House
4 Beds · 3 baths · Sleeps 8 ·
Private Pool · High Ceilings · Pool ·
From
$859/night
Check availability
Amenities
Private Pool
High Ceilings
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
· House near Wellington
House on the Dune, unique waterfront home with hot tub and views of the bay
3 Beds · 3 baths · Sleeps 6 ·
Hot Tub · Balcony · Waterfront ·
From
$548/night
Check availability
Amenities
Hot Tub
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· Condo near Wellington
NEW! Beautiful Waterfront Condo w/ Community Pool!
3 Beds · 2 baths · Sleeps 6 ·
Ceiling Fan · Pool · Outdoor Space ·
From
$245/night
Check availability
Amenities
Ceiling Fan
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Goose Bay - Water View - Pet Friendly
3 Beds · 3 baths · Sleeps 10 ·
Fitness Center · Fireplace · Dishwasher ·
From
$221/night
Check availability
Amenities
Fitness Center
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House near Wellington
Winder Station - Waterfront - Pets Allowed
3 Beds · 2 baths · Sleeps 8 ·
Fitness Center · Balcony · Waterfront ·
From
$186/night
Check availability
Amenities
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· House near Wellington
Katydid - Water Front - Single Family Home
3 Beds · 3 baths · Sleeps 6 ·
Fitness Center · Balcony · Waterfront ·
From
$171/night
Check availability
Amenities
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· House near Wellington
Chincoteague Island Retreat - scenic views, dog-friendly, screened porch & WiFi!
2 Beds · 2 baths · Sleeps 8 ·
Workspace · Beach · Outdoor Space ·
From
$250/night
Check availability
Amenities
Beach
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
· House near Wellington
Sunrise - Water in front - Single family home
2 Beds · 2 baths · Sleeps 7 ·
Fitness Center · Waterfront · Dishwasher ·
From
$150/night
Check availability
Amenities
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House near Wellington
Blarney Shores - Water Front/Access - Pet Friendly
3 Beds · 3 baths · Sleeps 8 ·
High Ceilings · Fitness Center · Fireplace ·
From
$329/night
Check availability
Amenities
High Ceilings
Fitness Center
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Sea Glass - Water Front - Single Family Home
3 Beds · 2 baths · Sleeps 7 ·
Fitness Center · Waterfront · Dishwasher ·
From
$360/night
Check availability
Amenities
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House near Wellington
Unique round house on canal with water views near Chincoteague with elevator
4 Beds · 2 baths · Sleeps 8 ·
Ev Charging · Ceiling Fan · Beach ·
From
$225/night
Check availability
Amenities
Ev Charging
Ceiling Fan
Beach
Pool
Fitness Center
Waterfront
Oven
Dishwasher
Other spaces
Kitchen
· Condo near Wellington
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
3 Beds · 2 baths · Sleeps 8 ·
High Ceilings · Pool · Outdoor Space ·
From
$231/night
Check availability
Amenities
High Ceilings
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Baydream Believer in Captain's Cove is a Water Lover's Paradise!
4 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Pool · Outdoor Space ·
From
$230/night
Check availability
Amenities
On Site Laundry
Pool
Fitness Center
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Wellington
Quiet Townhome with Full Kitchen, Private Washer/Dryer, WiFi & Central AC
3 Beds · 3 baths · Sleeps 6 ·
Walk In Closets · Assigned Parking · In Unit Laundry ·
From
$104/night
Check availability
Amenities
Walk In Closets
Assigned Parking
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House near Wellington
Quiet Townhome with Full Kitchen, Private Washer/Dryer, WiFi & Central AC
3 Beds · 3 baths · Sleeps 6 ·
Walk In Closets · Assigned Parking · Workspace ·
From
$104/night
Check availability
Amenities
Walk In Closets
Assigned Parking
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
· Condo near Wellington
Chic Condo on Tangier Sound with Waterfront Balcony, Fireplace
3 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Fireplace · Balcony ·
From
$108/night
Check availability
Amenities
Assigned Parking
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
· Condo near Wellington
Chic Condo on Tangier Sound with Waterfront Balcony, Fireplace
3 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Fireplace · Balcony ·
From
$108/night
Check availability
Amenities
Assigned Parking
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
· House near Wellington
Bayfront House in Captain's Cove Resort Community near Chincoteague Island
4 Beds · 4 baths ·
Ocean · Outdoor Space · Balcony ·
From
$573/night
Check availability
Amenities
Ocean
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· House near Wellington
Waterfront Home - 40-Foot Fishing Dock, Canoe, Home Theater
4 Beds · 3 baths · Sleeps 7 ·
Fireplace · In Unit Laundry · Air Conditioning ·
From
$97/night
Check availability
Amenities
Fireplace
In Unit Laundry
Air Conditioning
Furnished
Garage Parking
Other spaces
Kitchen
· House near Wellington
Waterfront Home - 40-Foot Fishing Dock, Canoe, Home Theater
4 Beds · 3 baths · Sleeps 7 ·
Fireplace · Waterfront · Oven ·
From
$97/night
Check availability
Amenities
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· House near Wellington
The Baywatch Bungalow in Captain's Cove - just 20 min. to Chincoteague Island!
3 Beds · 3 baths · Sleeps 6 ·
Hardwood Floor · Pool · Fitness Center ·
From
$232/night
Check availability
Amenities
Hardwood Floor
Pool
Fitness Center
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
· House near Wellington
Egret's Walk - Pet Friendly - Single Family Home
2 Beds · 1 bath · Sleeps 5 ·
Fitness Center · In Unit Laundry · Air Conditioning ·
From
$139/night
Check availability
Amenities
Fitness Center
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
· Condo near Wellington
Welcome to the best view in Crisfield! top floor condo!
3 Beds · 2 baths · Sleeps 8 ·
Carpet · Private Pool · Pool ·
From
$224/night
Check availability
Amenities
Carpet
Private Pool
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Wellington
Windrush-Water's Edge, Steps Away from the Bay
3 Beds · 1 bath · Sleeps 7 ·
Outdoor Space · Fireplace · Balcony ·
From
$267/night
Check availability
Amenities
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
· House near Wellington
Beautiful Eastern Shore River Cottage near Salisbury
3 Beds · 3 baths · Sleeps 6 ·
Fitness Center · Waterfront · Oven ·
From
$450/night
Check availability
Amenities
Fitness Center
Waterfront
Oven
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
· House near Wellington
Sunrise Shore, truly Stunning waterfront home with private pool and hot tub
3 Beds · 4 baths · Sleeps 16 ·
Hot Tub · Private Pool · Pool ·
From
$573/night
Check availability
Amenities
Hot Tub
Private Pool
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Wellington
We’ve Thought of Everything So You Can Relax!
3 Beds · 2 baths · Sleeps 12 ·
Outdoor Space · Fireplace · Oven ·
From
$241/night
Check availability
Amenities
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Residents Lounge
Other spaces
Kitchen
· House near Wellington
Kingsbay Mansion Bayhouse
5 Beds · 3 baths · Sleeps 10 ·
Hardwood Floor · Private Pool · High Ceilings ·
From
$783/night
Check availability
Amenities
Hardwood Floor
Private Pool
High Ceilings
Pool
Fireplace
Waterfront
Oven
Dishwasher
Other spaces
Workspace, Kitchen
· House near Wellington
NEW! Pet-Friendly Quantico Home w/ River Views!
4 Beds · 3 baths · Sleeps 7 ·
On Site Laundry · Ceiling Fan · Fireplace ·
From
$352/night
Check availability
Amenities
On Site Laundry
Ceiling Fan
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
· House near Wellington
Welcome to Loch Raven Retreat. Spacious home w/pool and game room . Sleeps 12.
4 Beds · 3 baths · Sleeps 12 ·
Private Pool · Beach · Pool ·
From
$337/night
Check availability
Amenities
Private Pool
Beach
Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
· House near Wellington
Diving Duck, beautiful waterfront home with boat dock, hot tub, and cozy fireplace
5 Beds · 3 baths · Sleeps 10 ·
Hot Tub · Pool · Fireplace ·
From
$471/night
Check availability
Amenities
Hot Tub
Pool
Fireplace
Waterfront
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
· House near Wellington
Blue Moon at Chincoteague
2 Beds · 1 bath · Sleeps 4 ·
Furnished ·
From
$139/night
Check availability
Amenities
Furnished
Showing 1 - 50 of 129 results
Next
Home > Destinations Vacation Rentals > Wellington Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Wellington

Explore 129 vacation rentals near Wellington, Maryland. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Wellington properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Wellington is $75 per night and goes up to as much as $859 per night.
19 of the vacation rentals near Wellington are apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation units is $125 per night. There are currently 6 vacation units under this price. 95 of the vacation rentals near Wellington are houses. The average bathroom count for a vacation house near Wellington is 3. The average price for vacation houses near Wellington is $289 per night. There are 65 vacation homes under this price. The most common amenities for vacation rentals near Wellington are: furnished, kitchen, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

12 available

2 bed rentals

18 available

3 bed rentals

58 available

4+ bed rentals

39 available

Wellington Vacation Rentals FAQ

How many Wellington vacation rentals are available?

As of March 9, 2023, there are 129 Wellington vacation rentals available. Use the filters on Vacations by Zumper to find your next Wellington vacation spot.

Are there vacation rentals near Wellington that have more than 2 bedrooms?

Currently, there are 115 vacation rentals near Wellington that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Wellington vacation rentals have internet access?

There are currently 119 Wellington vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Wellington have more than 1 bathroom?

Right now, there are 119 vacation rentals near Wellington that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Wellington vacation rentals?

As of March 9, 2023, there are 44 pet friendly vacation rentals near Wellington. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

City Vacation Rentals In Maryland

Vacation Rentals Woodstock, MD