Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Middlesboro
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; 451 homes in Middlesboro
451 homes in Middlesboro
Guest favourite
Guest favourite
Guest house in Middlesborough
Pumpkin Patch
2 bedrooms
,
·
3 beds
,
·
1 shared bathroom
19–24 Sept
19–24 Sept
$857 SGD
Show price breakdown
for 5 nights
$857 SGD for 5 nights
,
·
4.95 out of 5 average rating, 126 reviews
4.95 (126)
Guest favourite
Guest favourite
Home in Middlesborough
Relaxing on Rochester
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
4–9 Sept
4–9 Sept
$1,084 SGD
$946 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Top guest favourite
Guest favourite
Cottage in Middlesborough
The Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$807 SGD
$712 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 287 reviews
4.97 (287)
Guest favourite
Guest favourite
Home in Middlesborough
The Farmhouse
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$852 SGD
$750 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 156 reviews
4.95 (156)
Top guest favourite
Guest favourite
Home in Middlesborough
The Villa
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
2–7 Oct
2–7 Oct
$900 SGD
$794 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 101 reviews
5.0 (101)
Guest favourite
Guest favourite
Home in Middlesborough
The Nest
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$864 SGD
$763 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Home in Middlesborough
Family Friendly Near LMU Cumberland Gap Sleeps 10
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,635 SGD
$1,433 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Home in Middlesborough
Min. from LMU, ARH, & Cumberland Gap Natn'l Park
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,448 SGD
Show price breakdown
for 5 nights
$1,448 SGD for 5 nights
4.65 out of 5 average rating, 34 reviews
4.65 (34)
Home in Middlesborough
Private bungalow close to LMU, ARH, Cumberland Gap
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,228 SGD
Show price breakdown
for 5 nights
$1,228 SGD for 5 nights
4.45 out of 5 average rating, 11 reviews
4.45 (11)
Top guest favourite
Guest favourite
Home in Cumberland Gap
Welcome to the Parsonage at The Olde Church
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
11–16 Sept
11–16 Sept
$3,611 SGD
Show price breakdown
for 5 nights
$3,611 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Top guest favourite
Guest favourite
Cabin in Pineville
Outdoor Lover's Creekside Cabin (dog friendly)
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$799 SGD
Show price breakdown
for 5 nights
$799 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
Guest favourite
Guest favourite
Home in Harrogate
Mountainview Manor
2 bedrooms
2 bedrooms
,
·
1 queen bed
1 queen bed
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,195 SGD
Show price breakdown
for 5 nights
$1,195 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Superhost
Superhost
Home in Harrogate
Blissful Bungalow across from LMU campus
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
$899 SGD
Show price breakdown
for 5 nights
$899 SGD for 5 nights
4.73 out of 5 average rating, 124 reviews
4.73 (124)
Guest favourite
Guest favourite
Home in Pineville
Pine Mountain Villa on Wasiota Winds Golf Course
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,740 SGD
Show price breakdown
for 5 nights
$1,740 SGD for 5 nights
4.98 out of 5 average rating, 104 reviews
4.98 (104)
Flat in Harrogate
Healing Grounds
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$669 SGD
Show price breakdown
for 5 nights
$669 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Home in Pineville
House Cumberland Gap area, ARH, and PCH
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Sept
4–9 Sept
$2,451 SGD
Show price breakdown
for 5 nights
$2,451 SGD for 5 nights
4.84 out of 5 average rating, 57 reviews
4.84 (57)
Top guest favourite
Guest favourite
Cabin in Harrogate
Pump Springs Farm
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,172 SGD
$1,020 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Cottage in Cumberland Gap
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$978 SGD
$886 SGD
Show price breakdown
for 5 nights
4.64 out of 5 average rating, 163 reviews
4.64 (163)
Guest favourite
Guest favourite
Home in Harrogate
Harrogate Home with Mountain View’s Dog Friendly
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Sept
19–24 Sept
$1,357 SGD
$1,199 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 144 reviews
4.89 (144)
1
2
3
4
…
15
