Short city breaks Hampshire | Holiday Lettings UK

Close

View larger map

Also consider

West Country
12,548 properties
Northern England
7,217 properties
London
7,103 properties
Cornwall
5,543 properties
Devon
4,414 properties
South East England
4,026 properties
Yorkshire
3,155 properties
East Anglia
2,445 properties
Cumbria
2,079 properties
Norfolk
1,831 properties
Sussex
1,775 properties
Dorset
1,381 properties
Dorset
1,381 properties
East Sussex
1,235 properties
Somerset
1,210 properties
Cotswolds
1,125 properties
Kent
972 properties
Kent
972 properties
Isle of Wight
913 properties
Lincolnshire
744 properties

Hampshire

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

99 Holiday homes

Filters applied: City breaks

(58) Excellent 

19

Holiday apartment in Southsea

Portsmouth / Southsea

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+
“Fantastic Apartment - Excellent value for money” Great Couple of days . Parking a real bonus. Apartment finished to a very high standard and everything is catered for, a real home form home. Steve the owner very welcoming.. Great central location  …see more

from £100 / night

£900 / week

Book View

from £100 / night

(31) Excellent 

45

Holiday townhouse in Fordingbridge

New Forest / Fordingbridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
“Lovely little cottage .” A really comfortable and well equipped house and quite quirky. Sarah was happy to have a dog visit and made quite a fuss of her. Couldn't fault Sarah when a problem arose regarding the heating(which was down to my inability  …see more

from £60 / night

£400 - £950 / week

Book View

from £60 / night

(24) Excellent 

20

Holiday penthouse rental

Southampton / Ocean Village

4 6 4 nights min

  • 4 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent Accomodation” The Penthouse is an exquisite, comfortable and spacious apartment in an extremely convenient location. all amenities you could possibly require were at hand. The Host Lorrena was a pleasure to deal with , I can wholeheartedly r  …see more

from £180 / night

£900 / week

Book View

from £180 / night

(15) Excellent 

20

Holiday home with golf nearby in Southsea

Portsmouth / Southsea

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Excellent Facilities and friendly and helpful owners” We recently had a weekend away with four couples and two young children and found 40 Retreat to be the perfect venue. The house was in very good condition with the open kitchen and dining area grea  …see more

from £350 / night

£1950 - £3000 / week

Book View

from £350 / night

(16) Excellent 

13

Hayling Island holiday bungalow rental

Hampshire / Hayling Island

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
“Perfect” Julia and Howard were very welcoming , the accommodations n was high class and this added to an amazing short break, have booked to go back next year  …see more

from £75 / night

£450 - £650 / week

Book View

from £75 / night

(13) Very Good 

12

Hamble holiday home rental

Hampshire / Hamble

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.7 km
  • Child friendly
  • Private garden
“Mrs” Rose cottage can't be faulted. Everything we need in a perfect location. The garden is lovely and the house has everything we need. Great pubs with good food within walking distance. We had our grandchildren to stay one night and they loved it  …see more

from £89 / night

£495 - £725 / week

Book View

from £89 / night

(2) Excellent 

20

Holiday home in Burley

Ringwood / Burley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Ramblers is a beautiful semi detached 1920s cottage in a fantastic location looking out into the open forest. Renovated in 2014 to a high standard and located near Burley which is arguably one of the most beautiful villages in the New Forest. There is plenty to do in  …see more

from £110 / night

£750 - £1250 / week

Enquire View

from £110 / night

(114) Excellent 

24

Holiday cottage in Mockbeggar

New Forest / Mockbeggar

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
“Lovely getaway house” We stayed at this property for 2 nights and had an amazing time! It's in a great location with some fantastic walks on the doorstep. It offers lots of mod-cons such as a great sound system, DVD player and hot tub (which my litt  …see more

from £70 / night

£399 - £1299 / week

Book View

from £70 / night

(4) Very Good 

14

Holiday cottage rental

New Forest / Brockenhurst

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Dray Mews Self Catering holiday cottages are situated in the heart of the New Forest in the quaint village of Brockenhurst. The mainline rail station is just a few minutes walk away. Southampton, Winchester, Poole & Bournemouth are all within easy reach on this  …see more

from £116 / night

£495 - £995 / week

Book View

from £116 / night

(5) Excellent 

12

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £280 / night

£1960 / week

Book View

from £280 / night

(9) Very Good 

30

Holiday home in Lymington

New Forest / Lymington

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly
“A fantastic holiday” We sepnt the time from 19.08 to 26.08 in this lovely holiday house. We, that was a group of 6 adults and two little kids. We enjoyed every day touring the area, whether exploring the New Forest , spending time at the beach or just  …see more

from £160 / night

£960 - £3840 / week

Book View

from £160 / night

(3) Excellent 

7

Holiday apartment rental

Portsmouth / Portsea

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
The Penthouse Sleeps 6 (3 Bedrooms)  …see more

from £225 / night

£1350 - £1650 / week

Book View

from £225 / night

(17) Excellent 

24

Holiday apartment in Old Portsmouth

Portsmouth / Old Portsmouth

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
AMAZING VIEWS both across and into historic Portsmouth Harbour, as well as across the Solent to the Isle Of Wight. Located in the heart of Old Portsmouth, with easy access to local history, shops cafes historic pubs/bars and local restaurants.  …see more

from £69 / night

£495 - £1045 / week

Enquire View

from £69 / night

(4) Excellent 

24

Hill Head holiday home rental

Fareham / Hill Head

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Contemporary cool meets 1960s chic in this seaside house. It's an amazing place for walkers, cyclists, bird watchers, nature lovers, photographers, anglers, crabbers, paddlers, swimmers, sailors, windsurfers, kitesurfers, paddleboarders and kayakers. Beautiful.&l  …see more

from £450 / night

£2100 / week

Book View

from £450 / night

(7) Very Good 

21

Cottage rental in Winchester

Twyford / Twyford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Lovely self-catering cottage with terrific garden” Lovely cottage and location. Garden is a highlight as is the fact that you are staying in a very, very old cottage. Well appointed and comfortable. Although it was obviously cleaned regularly, a bedro  …see more

from £150 / night

£625 - £795 / week

Book View

from £150 / night

(3) Very Good 

18

Home rental in Winchester

Hampshire / Winchester

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
Unique stylish contemporary holiday home filled with light from windows on all sides.Off street parking available, but train station short walk away, so car not essential.Comfortable home from home accommodation for a family .<br />Winchester is a city with much t  …see more

from £150 / night

£950 - £1500 / week

Book View

from £150 / night

(4) Excellent 

18

Holiday apartment in Portsea

Portsmouth / Portsea

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
A lovely 2 bedroomed, seafront apartment in a prime location, right by the beach with coffee shops along the promenade, minutes walk, from the pier, Southsea Shops, Canoe Lake, Henry VIII's Southsea castle, D-Day Museum, Southsea common and the other attractions s  …see more

from £80 / night

£599 - £895 / week

Book View

from £80 / night

(9) Excellent 

21

Bungalow rental in Bursledon

Southampton / Bursledon

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
“Beautiful, peaceful and spacious” Beautiful little bungalow which was like the Tardis inside. Lots of space for storage so you could move all your bags out fo the way and feel at home. Excellenly equipped kitchen and 3 good sized bedrooms. Bathroom w  …see more

from £200 / night

£600 / week

Book View

from £200 / night

(5) Excellent 

45

Southsea holiday apartment rental

Portsmouth / Southsea

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary
“Bright and Airy” We stayed for a week in this clean, light and spacious apartment. It was well equipped with everything we needed. Its location is ideal for the places of interest in Portsmouth, the restaurants and shops of Southsea and ferries to  …see more

from £75 / night

£450 - £765 / week

Book View

from £75 / night

(8) Excellent 

15

Winchester holiday cottage accommodation

Hampshire / Winchester

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Car not necessary
  • Private garden
“Dr” We spent a lovely five nights at this adorable little cottage: the interior is as described and both tasteful and comfortable. The cottage is well-situated in the Hampshire hills: we had a wonderful rural walk along the River Itchen and a great da  …see more

from £85 / night

£595 / week

Book View

from £85 / night

(26) Excellent 

24

Holiday home in Southampton

Hampshire / Southampton

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
“Amazing House” Great house for a group of friends to stay in for the weekend, Absolutely perfect for everything we needed. Thank you!  …see more

from £250 / night

£900 - £1180 / week

Book View

from £250 / night

(13) Very Good 

25

Apartment letting in Southsea

Portsmouth / Southsea

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Holiday” A Accommodation was good very clean,had a problem with one of the neighbours Bit was resolved . Would recommend and I will go there algain  …see more

from £75 / night

£500 - £1050 / week

Book View

from £75 / night

(23) Very Good 

25

Boathouse rental in Lymington

New Forest / Lymington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“How the other half live for a few days...” I was looking for somewhere to stay with my at short notice. I stumbled upon this little gem. It was great that it did not have a minimum stay, as I only needed it for a few nights. It was a great little gimm  …see more

from £69 / night

£700 / week

Enquire View

from £69 / night

(21) Very Good 

27

Holiday home rental

Hampshire / Gosport

4 13 3 nights min

  • 4 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
“Hone from home” Beautifully presented house, with lots of space. We really liked the period features and the way the house was presented for our visit. Would I use again , definitely.  …see more

from £200 / night

£1200 - £1920 / week

Book View

from £200 / night

(34) Excellent 

24

Portsmouth holiday home rental

Hampshire / Portsmouth

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Suitable for children age 5+
“Excelent location and excelent house.” We spent a wonderful weekend in Portsmouth. The house was extremely clean and located near interesting attractions as the spinnaker tower and the old town. When we arrived, Florentina gave us all the necessary in  …see more

from £90 / night

£630 - £840 / week

Enquire View

from £90 / night

32

Holiday cottage in Alton

Hampshire / Alton

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Our peaceful secluded period Cottage is the perfect place to relax and unwind away from the city chaos and constant flow of traffic. We are situated on a private country lane over looking acres of breathtaking views all within the South Down National Park. Local histo  …see more

from £425 / night

£2975 / week

Book View

from £425 / night

(2) Very Good 

18

Holiday caravan/mobile home in Lymington

New Forest / Lymington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely setting.” Lovely site very close to Limington, caravan very clean and well kept, only fault was the shower which was quite new but suffered from water pressure problems which caused the water to keep running cold.  …see more

from £60 / night

£300 - £560 / week

Book View

from £60 / night

(8) Excellent 

17

Holiday apartment with golf nearby in Gosport

Hampshire / Gosport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
'Harbour View 4' is a 4 bedroom 2nd floor apartment on the edge of the pedestrianised Gosport town centre in Hampshire with great transport links to Portsmouth and beyond being opposite the ferry and ferry bus station and only a short 5 minute ferry ride to t  …see more

from £100 / night

£700 - £980 / week

Book View

from £100 / night

(23) Excellent 

25

Holiday apartment in Gun Wharf Quays

Portsmouth / Gun Wharf Quays

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Car not necessary
“Convenient” We had a family get together and didn't want to use the car. It was great to get to all the shops and restaurants easily from our apartment. The apartment was well equipped and very comfortable. The owners were extremely helpful and fr  …see more

from £89 / night

£550 - £600 / week

Book View

from £89 / night

14

Holiday apartment in Emsworth

Hampshire / Emsworth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Car not necessary
Smart modern maisonette in the Hampshire town of Emsworth, sleeps 4.  …see more

from £56 / night

£430 - £635 / week

Enquire View

from £56 / night

(12) Excellent 

25

Holiday apartment in Portsea

Portsmouth / Portsea

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
“A beautiful apartment with panoramic views of Portsmouth” Having seen a programme about Sea Cities that included Portsmouth, my family thought we should discover the rea. We were very fortunate to find this apartment. It is clean, modern, well appoint  …see more

from £140 / night

£895 - £1200 / week

Book View

from £140 / night

(2) Very Good 

12

Home rental in Portsmouth

Hampshire / Portsmouth

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Rated the best value house of its kind in Portsmouth<br />There is a shower room with a toilet in it and a separate toilet.  …see more

from £110 / night

£590 / week

Book View

from £110 / night

(13) Very Good 

20

Holiday apartment in Southsea

Portsmouth / Southsea

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“5 star apartment!” We absolutely loved our stay at this beautiful apartment! Fully equipped with everything you need and very homely. Perfect location right by the seafront. Child friendly as we took our 4 year old daughter who loved having a double b  …see more

from £79 / night

£600 - £952 / week

Book View

from £79 / night

(10) Very Good 

19

Holiday apartment with golf nearby in Winchester

Hampshire / Winchester

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
“Excellent accommodation ideally placed for exploring Winchester” This is ideal accommodation for a base from which to explore Winchester, located just a few minutes walk from the town centre in one direction and close by the main city park in the othe  …see more

from £95 / night

£525 - £765 / week

Book View

from £95 / night

(16) Excellent 

17

Holiday apartment in Gun Wharf Quays

Portsmouth / Gun Wharf Quays

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Great apartment, location and hosts.” Clean well presented apartment with good sea views across old Portsmouth harbour. Lots of good places to eat and a Tesco Express opposite the building. The charming owners put considerable effort into ensuring eve  …see more

from £130 / night

£745 - £1300 / week

Enquire View

from £130 / night

(19) Excellent 

18

Apartment rental in Southsea with golf nearby

Portsmouth / Southsea

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic” We Have been before and as last year traveled with our grandson now 5 who wants to live at 17 The Berkeley and I agree with him perfectly lovely apartment in the best possible position on the seafront. We will go again my grandson has alre  …see more

from £75 / night

£295 - £545 / week

Enquire View

from £75 / night

(40) Excellent 

12

Home rental in Gosport

Hampshire / Gosport

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
“Location ideal for Portsmouth History” A most comfortable and enjoyable stay. Property was very well equipped and furnished with good parking and excellent views. Just three minute walk to Gosport Ferry for Pompey. Also lots to see in Gosport. Owner v  …see more

from £60 / night

£415 - £515 / week

Enquire View

from £60 / night

(8) Excellent 

17

Holiday home rental

Hampshire / Winchester

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
“A well appointed house in central Winchester” The house is well situated in walking distance to Winchester Cathedral and the High street. The house is brilliant, a good sized, well appointed kitchen. Very comfortable bedrooms and living room. I loved  …see more

from £190 / night

£1330 / week

Book View

from £190 / night

(1) Very Good 

21

Portsmouth holiday home rental

Hampshire / Portsmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
The Space Suitable for single travellers passing through for a couple of days. This is a small but very cosy double room which we have had guests staying in on long term basis. It is an attic room with a sloping roof and a small window. Because it is small it is for u  …see more

from £21 / night

£147 / week

Book View

from £21 / night

(5) Very Good 

21

Holiday cottage in Winchester

Hampshire / Winchester

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“A sweet little house” A sweet little house in the centre of Winchester. The house was well equipped and clean. Had all mod cons including wifi.  …see more

from £150 / night

£750 - £895 / week

Book View

from £150 / night