Wellington Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Wellington, MD

Book a vacation rental in Wellington that has the highest visitor rating. Here are 6 of the best vacation rentals in Wellington.
Deja Blue on Chincoteague Island
10

Excellent

·
House
·
2 br
·
Sleeps 4
·
Package Service · Kitchen · Air Conditioning ·
From
$124/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Package Service
Air Conditioning
Dishwasher
Oven
In Unit Laundry
Furnished
Wifi
Fireplace
Other spaces
Kitchen, Workspace
Hidden Gem in Captain's Cove!
10

Excellent

·
House
·
4 br
·
Sleeps 8
·
Outdoor Space · Dishwasher · Beach ·
From
$155/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Beach
Wifi
Pool
Swimming Pool
Residents Lounge
In Unit Laundry
Oven
Other spaces
Kitchen
Price drop
The Sweets Spot - Luxury in Captain's Cove
10

Excellent

·
House
·
4 br
·
Sleeps 8
·
Oven · Wheelchair Accessible · Fitness Center ·
From
$140/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Oven
Wheelchair Accessible
Fitness Center
Garage Parking
Pool
Air Conditioning
Dishwasher
Furnished
Other spaces
Kitchen
Price drop
Off the Record - Spectacular Bayfront and Pet Friendly!
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Kitchen · Air Conditioning · Outdoor Space ·
From
$146/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Oven
Swimming Pool
Pool
Fitness Center
Other spaces
Kitchen, Balcony
SummerSets!! On the river bend…
10

Excellent

·
Apartment
·
2 br
·
Sleeps 10
·
Air Conditioning · Oven · Workspace ·
From
$333/night
Check availability
Property
Apartment · 2 Beds · 3 baths
Amenities
Air Conditioning
Oven
Swimming Pool
Wifi
Fireplace
Dishwasher
Furnished
In Unit Laundry
Other spaces
Workspace, Kitchen
Price drop
Off Duty, pet friendly waterfront home with relaxing screened porch
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Package Service · Fitness Center · Dishwasher ·
From
$234/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Package Service
Fitness Center
Dishwasher
Waterfront
Air Conditioning
High Ceilings
Oven
Pool
Other spaces
Kitchen

Our Recommended Vacation Rentals in Wellington, MD

We analyzed vacation rentals in Wellington from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Wellington to help you find a deal for your next trip.
Price drop
The Garrison Getaway
9

Excellent

·
Apartment
·
3 br
·
Sleeps 6
·
Furnished · Kitchen · Oven ·
From
$209/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Furnished
Oven
Air Conditioning
Wifi
Dishwasher
On Site Laundry
In Unit Laundry
Other spaces
Kitchen
Salisbury Home in Newtown Historic District!

No rating

·
Apartment
·
5 br
·
Sleeps 10
·
Free Parking · Wifi · Kitchen ·
From
$358/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Free Parking
Wifi
In Unit Laundry
Oven
Air Conditioning
Dishwasher
Furnished
Other spaces
Kitchen
Price drop
Barefoot Breeze - A breath of fresh air!

No rating

·
House
·
4 br
·
Sleeps 8
·
Wifi · In Unit Laundry · Waterfront ·
From
$155/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Wifi
In Unit Laundry
Waterfront
High Ceilings
Hardwood Floor
Air Conditioning
Furnished
Oven
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Wellington, MD

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Wellington starting at $60. Use the price filter at the top of the page to search for more specific prices.
Econo Lodge Pocomoke City Hwy 13
5.2

Good

·
Hotel
·
1 br
·
Sleeps 4
·
Assigned Parking · Air Conditioning · Furnished ·
From
$60/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Air Conditioning
Furnished
Pool
Free Parking
Swimming Pool
Wifi
In Unit Laundry
Other spaces
Workspace
Price drop
Deluxe corner apartment with riverfront views close to dining and downtown
10

Excellent

·
Apartment
·
2 br
·
Sleeps 4
·
In Unit Laundry · Hardwood Floor · High Ceilings ·
From
$60/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Hardwood Floor
High Ceilings
Dishwasher
Furnished
Wifi
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Price drop
Retro Hipster: Close to downtown, dining and fun
10

Excellent

·
Apartment
·
2 br
·
Sleeps 4
·
In Unit Laundry · Business Center · Wifi ·
From
$60/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Business Center
Wifi
Air Conditioning
High Ceilings
Furnished
Oven
Other spaces
Workspace, Kitchen
Americas Best Value Inn-Pocomoke City
4.9

Good

·
Hotel
·
1 br
·
Sleeps 10
·
Wifi · Furnished · Residents Lounge ·
From
$68/night
Check availability
Property
Hotel · 1 Bed
Amenities
Wifi
Furnished
Residents Lounge
Air Conditioning
On Site Laundry
Free Parking
Carpet
Other spaces
Workspace
Econo Lodge Princess Anne
5.9

Good

·
Hotel
·
1 br
·
Sleeps 4
·
Swimming Pool · Free Parking · Outdoor Space ·
From
$70/night
Check availability
Property
Hotel · 1 Bed
Amenities
Swimming Pool
Free Parking
Furnished
Pool
Hardwood Floor
Wifi
Assigned Parking
Air Conditioning
Other spaces
Workspace, Kitchen
The 'Seabattical' you've been longing for....
10

Excellent

·
House
·
1 br
·
Sleeps 4
·
In Unit Laundry · Outdoor Space · Wifi ·
From
$70/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
In Unit Laundry
Wifi
Fireplace
Air Conditioning
Oven
Dishwasher
Hardwood Floor
Furnished
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Wellington, MD

Whether you need air conditioning or central heating, these vacation rentals are for you.
Amistad, pet friendly Victorian home
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Air Conditioning · Furnished · Central Heat ·
From
$254/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Air Conditioning
Furnished
Central Heat
Wifi
Package Service
In Unit Laundry
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Price drop
The Virginian, classic waterfront home with outdoor shower
10

Excellent

·
House
·
4 br
·
Sleeps 11
·
In Unit Laundry · Furnished · Kitchen ·
From
$231/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
In Unit Laundry
Furnished
Central Heat
Wifi
Package Service
Waterfront
Air Conditioning
On Site Laundry
Other spaces
Kitchen
Price drop
Salisbury Home in Newtown Historic District!
10

Excellent

·
House
·
5 br
·
Sleeps 10
·
In Unit Laundry · Dishwasher · Onsite Management ·
From
$219/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
In Unit Laundry
Dishwasher
Onsite Management
Walk In Closets
Air Conditioning
Furnished
Oven
Central Heat
Other spaces
Kitchen, Workspace, Deck
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Updated: October 1, 2023