A grassy path winding through a hilly landscape with scattered trees and a partly cloudy sky.

Stockbridge Vacation Rentals

  • Bundle & Save

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

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Stockbridge vacation rentals

Exterior

1. Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Stockbridge
9.6 out of 10, Exceptional, (105 reviews)
"Cosy rustic comfy place to stay for a true English experience, we all loved it. "
Australia
ANNETTE T.
$297 nightly
The price is $297
Aug 10 - Aug 11
Total with taxes and fees
Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.
Tent, Courtyard View (Bell Tent )

2. Stone Circle Glamping

Stone Circle Glamping
2.0 star property
Durrington
9.0 out of 10, Wonderful, (6 reviews)
"The shepherds hut I stayed in for one night was so warm and cosy, it was like staying in a giant wendy house. I would have liked face to face contact with the host, but I guess thats a "sign of the times" Beautiful view of the countryside. "
United Kingdom
Deby
$61 nightly
The price is $73
Aug 2 - Aug 3
Total with taxes and fees
Stone Circle Glamping
Double Room | Iron/ironing board, WiFi (free)

3. Settle Winchester

Settle Winchester
2.0 star property
Winchester
$121 nightly
The price is $145
Aug 20 - Aug 21
Total with taxes and fees
Settle Winchester
Interior entrance

4. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,280 reviews)
"Great stay and very nice staff!"
Canada
Anne
$100 nightly
The price is $120
Aug 17 - Aug 18
Total with taxes and fees
Second Nature Southampton
1 bedroom

5. Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (1 review)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
$132 nightly
The price is $132
Aug 12 - Aug 13
Total with taxes and fees
Aethelred Annexe - New Build with Full Amenities
Deluxe Studio | Iron/ironing board, WiFi (free)

6. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.4 out of 10, Very Good, (6 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
$105 nightly
The price is $126
Aug 2 - Aug 3
Total with taxes and fees
Settle Southampton
Terrace/patio

7. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.8 out of 10, Excellent, (5 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
$286 nightly
The price is $286
Aug 3 - Aug 4
Total with taxes and fees
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
1 bedroom, iron/ironing board, WiFi, bed sheets

8. Garden room, central Winchester

Garden room, central Winchester
Winchester
$155 nightly
The price is $155
Aug 10 - Aug 11
Total with taxes and fees
Garden room, central Winchester
Deluxe Apartment | Iron/ironing board, WiFi (free), bed sheets

9. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (7 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
$184 nightly
The price is $221
Aug 5 - Aug 6
Total with taxes and fees
QE2 Loft Apartments
Private kitchen

10. Centrally located double room

Centrally located double room
Freemantle
$41 nightly
The price is $50
Aug 23 - Aug 24
Total with taxes and fees
Centrally located double room
Exterior

11. Radstock Road - Room 4a

Radstock Road - Room 4a
Southampton
$74 nightly
The price is $88
Aug 23 - Aug 24
Total with taxes and fees
Radstock Road - Room 4a
Dining

12. Calm 1 Bed Apartment with Parking, Winchester by At Hem

Calm 1 Bed Apartment with Parking, Winchester by At Hem
Winchester
10.0 out of 10, Exceptional, (1 review)
"Excellent location and property. The owner was very responsive and helpful "
Australia
Jayani
$251 nightly
The price is $251
Aug 2 - Aug 3
Total with taxes and fees
Calm 1 Bed Apartment with Parking, Winchester by At Hem
1 bedroom, WiFi (free), individually decorated, individually furnished

13. The Bike Shed

The Bike Shed
3.0 star property
Romsey
$457 nightly
The price is $548
Aug 3 - Aug 4
Total with taxes and fees
The Bike Shed
TV

14. Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking

Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"This apartment was exactly what we wanted, it was well equipped as we cooked an evening meal and breakfast while there. The host was very accommodating, easy check in and instructions were clear, cannot fault this apartment in any way, the pillows and bedding were exceptional quality."
United Kingdom
Karen J.
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking
Smart TV

15. Spacious 4-Bed, 2-Bath Home Near General Hospital with Free Parking

Spacious 4-Bed, 2-Bath Home Near General Hospital with Free Parking
Bassett
10.0 out of 10, Exceptional, (1 review)
"Family friendly"
United States
Kayla
$300 nightly
The price is $300
Aug 15 - Aug 16
Total with taxes and fees
Spacious 4-Bed, 2-Bath Home Near General Hospital with Free Parking
Private kitchen

16. Coventry Road Studio Flat

Coventry Road Studio Flat
The Polygon
$56 nightly
The price is $56
Aug 16 - Aug 17
Total with taxes and fees
Coventry Road Studio Flat
1 bedroom, WiFi

17. Radstock Road - Room 2

Radstock Road - Room 2
Southampton
2.0 out of 10, (1 review)
"Expedia states in listing 2 o'clock check in but when you get access details it states 5 o'clock earliest... No exceptions! Got access details to the main building and to the room fairly quickly. On arrival after 5, I gained access to main building and tried to get into the room but it was locked from the inside, so other than breaking the door in you couldn't gain entry. The office which is your contact to the property closes at 5 so you have to go through Expedia to try and get sorted as...
United Kingdom
Adam
$94 nightly
The price is $94
Aug 1 - Aug 2
Total with taxes and fees
Radstock Road - Room 2
Desk, iron/ironing board, WiFi (free), bed sheets

18. Beautiful New Forest Hideaway

Beautiful New Forest Hideaway
West Wellow
$268 nightly
The price is $268
Aug 2 - Aug 3
Total with taxes and fees
Beautiful New Forest Hideaway
Exterior

19. Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, Exceptional, (14 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
$253 nightly
The price is $253
Aug 31 - Sep 1
Total with taxes and fees
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Front of property

20. Peartree Serviced Apartments

Peartree Serviced Apartments
3.5 star property
Salisbury
9.6 out of 10, Exceptional, (323 reviews)
"Complimentary breakfast"
United Kingdom
Jayne
$206 nightly
The price is $247
Aug 9 - Aug 10
Total with taxes and fees
Peartree Serviced Apartments
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

10/10 Excellent
"Great location prior to cruise. Loved walking around the port."
Karen 1-night trip
Posted 2 hours ago
Leonardo Royal Southampton Grand Harbour

Find out more about Stockbridge

Everything you need to know about Stockbridge 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 Stockbridge 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 Stockbridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stockbridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stockbridge. 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 Stockbridge 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 $71 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 Stockbridge rentals

At Expedia, we put the best Stockbridge 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 Stockbridge 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 Stockbridge 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 Stockbridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Stockbridge?

Yes, we offer vacation rentals close to top sights in Stockbridge, or you can choose a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and gardens in Stockbridge. Allow lots of time to check out the riverfront and bars during your visit.

What are some of the best vacation rentals in Stockbridge?

Beautiful 2 bedroom full-furnished semi-detached house with parking : Visitors like this Stockbridge vacation home rental. It is equipped with a garden, laundry facilities, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and an oven.

How many vacation rentals are there in Stockbridge?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Stockbridge stay.

What can I see and do in Stockbridge?

Longstock Park and Danebury Iron Age Hillfort are a couple of scenic spots to enjoy the outdoors, whereas Museum of Army Flying is one of the cultural attractions. Other popular places to visit in the area include Southampton Cruise Terminal and Stonehenge.

What are vacation rentals like in Stockbridge?

Vacation rentals are privately owned properties you can reserve for several days or longer in Stockbridge. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family gatherings.